Researchers Database

URA Yasuyuki

FacultyFaculty Division of Natural Sciences Research Group of Chemistry
PositionProfessor
Last Updated :2022/11/01

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Profile and Settings

  • Name (Japanese)

    Ura
  • Name (Kana)

    Yasuyuki

Degree

  • Ph. D., Hokkaido University

Research Interests

  • environmental load-reducing
  • environmental load-reducing reactions
  • catalysis
  • industrial organic chemistry
  • synthetic organic chemistry
  • transition metal complexes
  • organic synthesis
  • oxygenation
  • oxidation
  • molecular oxygen
  • anti-Markovnikov reaction
  • Wacker-type oxidation
  • complex catalysts

Research Areas

  • Nanotechnology/Materials, Synthetic organic chemistry, development of transition metal-catalyzed environmental load-reducing reactions
  • Nanotechnology/Materials, Inorganic and coordination chemistry, synthesis of transition-metal complexes

Research Experience

  • Apr. 2012, Jun. 2022, Associate Professor, Faculty Division of Natural Sciences, Nara Women's University
  • Jan. 2008, Mar. 2012, Associate Professor, Department of Chemistry, Faculty of Science, Nara Women's University
  • Apr. 2006, Dec. 2007, Postdoctoral Fellow, Department of Chemistry, The Scripps Research Institute, USA
  • May 2001, Mar. 2007, Assistant Professor, Department of Energy and Hydrocarbon Chermistry, Graduate School of Engineering, Kyoto University
  • Jan. 2000, Apr. 2001, Research Fellowship for Young Scientists, The Japan Society for Promotion of Science
  • Jul. 2022, 9999, Professor, Faculty Division of Natural Sciences, Nara Women's University

Education

  • Apr. 1997, Apr. 2001, Hokkaido University, Graduate School of Pharmaceutical Sciences
  • Apr. 1993, Mar. 1997, Hokkaido University, 教養部理Ⅱ系/薬学部

Teaching Experience

  • fundamental organic chemistry II, Nara Women's University
  • 錯体触媒設計論演習, Nara Women's University
  • passage (18A), Nara Women's University
  • 錯体触媒設計論, Nara Women's University
  • lecture on specialist personnel, Nara Women's University
  • organic chemistry of aromatic compounds, Nara Women's University
  • science open laboratory II, Nara Women's University
  • science open laboratory I, Nara Women's University
  • Organic Chemistry II, Nara Women's University
  • seminar on reaction chemistry, Nara Women's University
  • Organic Chemistry II, Nara Women's University
  • Organic Chemistry IV, Nara Women's University
  • Organic Chemistry II, Nara Women's University
  • Organic Chemistry IV, Nara Women's University

Association Memberships

  • 触媒学会
  • The Society of Synthetic Organic Chemistry, Japan
  • Japan Society of Coordination Chemistry
  • The Kinki Chemical Society, Japan
  • The Chemical Society of Japan

Media Coverage

  • アルケン類を常圧酸化 安全性高い触媒反応, Other than myself, 化学工業日報, 12 Oct. 2017, 朝刊 中部西日本面, Paper

Academic Contribution

  • 第51回 有機金属若手の会 夏の学校 の運営, Academic society etc, 有機金属若手の会, 02 Jul. 2018, 04 Jul. 2018
  • 錯体化学会第65回討論会の運営, 錯体化学会, 21 Sep. 2015, 23 Sep. 2015
  • Catalysis and Fine Chemicals 2011 の運営, Academic society etc, 触媒学会, 04 Dec. 2011, 08 Dec. 2011

Ⅱ.研究活動実績

Published Papers

  • Refereed, Organometallics, American Chemical Society (ACS), Synthesis of Pd-NNP Phosphoryl Mononuclear and Phosphinous Acid-Phosphoryl-Bridged Dinuclear Complexes and Ambient Light-Promoted Oxygenation of Benzyl Ligands, Yuma Shigehiro; Karen Miya; Risa Shibai; Yasutaka Kataoka; Yasuyuki Ura, 26 Sep. 2022, 41, 19, 2810, 2821, Scientific journal
  • Refereed, Coordination Chemistry Reviews, Elsevier BV, Fine tunable metal assemblies constrained by multidentate phosphine ligands, Tomoaki Tanase; Kanako Nakamae; Yasuyuki Ura; Takayuki Nakajima, Sep. 2022, 466, 214581, 214581, Scientific journal
  • Refereed, European Journal of Inorganic Chemistry, Wiley, Tetranuclear Pd 4 , Pt n Pd 4‐ n ( n =1–3), and Pt 4 Chains Supported by rac ‐ and meso ‐Ph 2 PCH 2 P(Ph)N(Ar)P(Ph)CH 2 PPh 2 Tuned by Changing N ‐Substituents, P ‐Configuration, and Terminal Ligands, Tomoaki Tanase; Yoshimi Fujisawa; Yuka Morita; Yasuyuki Ura; Takayuki Nakajima, 17 May 2022, e202200248, Scientific journal
  • Refereed, Organic & Biomolecular Chemistry, Royal Society of Chemistry (RSC), Synthesis of 2-hydroxytetrahydrofurans by Wacker-type oxidation of 1,1-disubstituted alkenes, Rina Tanaka; Saki Komori; Yuhei Shimizu; Yasutaka Kataoka; Yasuyuki Ura, 2-Hydroxytetrahydrofurans were synthesized by Wacker-type oxidation of 3-methyl-3-buten-1-ols with high stereoselectivity, using a PdCl2(MeCN)2/NO/BQ catalyst system under O2., 22 Dec. 2021, 20, 3, 570, 574, Scientific journal
  • Refereed, Asian Journal of Organic Chemistry, Wiley, Palladium‐Catalyzed Aerobic α,β‐Dehydrogenation of Carboxylic Acids, Ayaka Shibatani; Yasutaka Kataoka; Yasuyuki Ura, 13 Oct. 2021, 10, 12, 3285, 3289, Scientific journal
  • Refereed, Chemical Communications, Royal Society of Chemistry (RSC), Electrochemical hydrogen formation catalysed by a Pd8 string, Tomoaki Tanase; Kanako Nakamae; Haruka Miyano; Yoshimi Fujisawa; Yasuyuki Ura; Takayuki Nakajima, The Pd8 string supported by linear tetraphosphine ligands reacted with H+ to afford a Pd4H complex with a terminal hydride, and was applied to the electrocatalytic H2 formation from H+ by making a chemically modified electrode with Nafion film., 06 Oct. 2021, 57, 85, 11264, 11267, Scientific journal
  • Chemistry – A European Journal, Wiley, Cover Feature: Fine Tunable, Redox Active Octapalladium Chains Supported by Linear Tetraphosphines, Leading to Dynamically 1D Self‐Assembled Coordination Polymers (Chem. Eur. J. 47/2021), Tomoaki Tanase; Kanako Nakamae; Haruka Miyano; Yasuyuki Ura; Yasutaka Kitagawa; Shiho Yada; Tomokazu Yoshimura; Takayuki Nakajima, 19 Aug. 2021, 27, 47, 12010, 12010, Scientific journal
  • Refereed, Chemistry - A European Journal, Fine Tunable, Redox Active Octapalladium Chains Supported by Linear Tetraphosphines, Leading to Dynamically 1D Self-Assembled Coordination Polymers, Tomoaki Tanase; Kanako Nakamae; Haruka Miyano; Yasuyuki Ura; Yasutaka Kitagawa; Shiho Yada; Tomokazu Yoshimura; Takayuki Nakajima, A series of the octapalladium chains supported by meso-Ph2PCH2P(Ph)CH2P(Ph)CH2PPh2 (meso-dpmppm) ligands, [Pd8(meso-dpmppm)4(L)2](BF4)4 (L=none (1), solvents: CH3CN (2 a), dmf (2 b), dmso (2 c), RN≡C: R=Xyl (3 a), Mes (3 b), Dip (3 c), tBu (3 d), Cy (3 e), CH3(CH2)7 (3 f), CH3(CH2)11 (3 g), CH3(CH2)17 (3 h)) and [Pd8(meso-dpmppm)4(X)2](BF4)2 (X=Cl (4 a), N3 (4 b), CN (4 c), SCN (4 d)), were synthesized by using 2 a as a stable good precursor, and characterized by spectroscopic (IR, 1H and 31P NMR, UV-vis-NIR, ESI-MS) measurements and X-ray crystallographic analyses (for 1, 2 a, b, 3 a, b, e, f, 4 a–d). On the basis of DFT calculations on the X-ray determined structure of 2 b ([2b-Pd8]4+) and the optimized models [Pd8(meso-Ph2PCH2P(H)CH2P(H)CH2PH2)4(CH3CN)2]4+ ([Pd8Ph8]4+) and [Pd8(meso-H2PCH2P(H)CH2P(H)CH2PH2)4(CH3CN)2]4+ ([Pd8H8]4+), with and without empirically calculating dispersion force stabilization energy (B3LYP-D3, B3LYP), the formation energy between the two Pd4 fragments is assumed to involve mainly noncovalent interactions (ca. −70 kcal/mol) with four sets of interligand C−H/π interactions and Pd⋅⋅⋅Pd metallophilic one, while electron shared covalent interactions are almost canceled out within the Pd8 chain. All the compounds isolated are stable in solution and exhibit characteristic absorption at ∼900 nm, which is assignable to a spin allowed HOMO to LUMO transition, and shows temperature dependent intensity change with variable absorption coefficients presumably due to coupling with some thermal vibrations. The structures and electronic states of the Pd8 chains are found finely tunable by varying the terminal capping ligands. In particular, theoretical calculations elucidated that the HOMO-LUMO energy gap is systematically related to the central Pd−Pd distance (2.7319(6)–2.7575(6) Å) by two ways with neutral ligands L (1, 2, 3) and with anionic ligands X (4), which are reflected on the NIR absorption energy of 867–954 nm. The isocyanide terminated Pd8 complexes (3) further reacted with excess of RNC (6 eq) to afford the Pd4 complexes, [Pd4(meso-dpmppm)2(RNC)2](BF4)2 (13), and the cyclic voltammograms of 2 a (L=CH3CN), 3, and 13 (R=Xyl, Mes, tBu, Cy) demonstrated wide range redox behaviors from 2{Pd4}4+ to 2{Pd4}0 through 2{Pd4}2+↔{Pd8}4+, {Pd8}3+, and {Pd8}2+ strings. The oxidized complexes, [Pd4(meso-dpmppm)2(RNC)3](BF4)4 (16), were characterized by X-ray analyses, and the two-electron reduced chain of [Pd8(meso-dpmppm)4](BF4)2 (7) was analyzed by spectroscopic and electrochemical techniques and DFT calculations. Reactions of 2 a with 1 equiv. of aromatic linear bisisocyanide (BI) in CH2Cl2 deposited insoluble coordination polymers, {[Pd8(meso-dpmppm)4(BI)](BF4)4}n (5), and interestingly, they were soluble in acetonitrile, 31P{1H} and 1H DOSY NMR spectra as well as SAXS curves suggesting that the coordination polymers may exist in acetonitrile as dynamically 1D self-assembled coordination polymers comprising ca. 50 units of the Pd8 rod averaged within the timescale., 19 Aug. 2021, 27, 47, 12078, 12103, Scientific journal
  • Refereed, Chemical Record, Realization of Anti-Markovnikov Selectivity in Pd-Catalyzed Oxidative Acetalization and Wacker-Type Oxidation of Terminal Alkenes, Yasuyuki Ura, Catalytic oxidative acetalization and Wacker-type oxidation of terminal alkenes normally proceed with Markovnikov selectivity to afford internally oxyfunctionalized compounds, such as internal acetals and ketones. Thus, the realization of anti-Markovnikov (AM) selectivity in these reactions is challenging. This account focuses on our recent development of Pd-catalyzed AM oxidation of terminal alkenes (mainly styrenes and aliphatic alkenes), that is, oxidative acetalization (oxidation to terminal acetals) and Wacker-type oxidation (oxidation to aldehydes). The key factors that enhance the yield and AM selectivity of the products found in our studies are: 1) the steric bulkiness of the oxygen nucleophiles that attack on the coordinated alkenes, 2) the electron-deficient cyclic alkenes as additives that withdraw electrons from Pd, 3) the slow addition of substrates in the case of the aliphatic alkenes, which suppresses the isomerization of the terminal alkenes into internal alkenes, and 4) the halogen directing groups in the case of aliphatic alkenes., 21 May 2021, 21, 12, 3458, 3469, Scientific journal
  • Refereed, Journal of Organometallic Chemistry, Elsevier BV, Tetranuclear Rh4 chains supported by meso-Ph2PCH2P(Ph)CH2P(Ph)CH2PPh2 (meso-dpmppm) capturing H2 to afford Rh4H3 hydride complexes, Tomoaki Tanase; Yuka Morita; Kazuki Sato; Risa Aoki; Akiko Yoshii; Kanako Nakamae; Yasuyuki Ura; Takayuki Nakajima, A linear tetraphosphine, meso-Ph2PCH2P(Ph)CH2P(Ph)CH2PPh2 (meso-dpmppm), was found to support a series of bent tetranuclear rhodium(I) arrays of [Rh4(μ−Cl)Cl2(CO)4(meso-dpmppm)2]Cl (1), [Rh4(μ−Cl)2(meso-dpmppm)2]X2 (X = PF6 (2a), BF4 (2b), TfO (2c), BPh4 (2d)), and [Rh4(μ−Cl)(CH3CN)2(CO)4(meso-dpmppm)2](TfO)3 (3) which are regarded as tetranuclear extended Vaska-type RhI complexes. Two meso-dpmppm ligands with mutual syn-arrangement established a flexible bending chains of {Rh4(meso-dpmppm)2}4+ which accommodated a variety of ligand sets of {(μ−Cl)Cl2(CO)4}3‒, {(μ−Cl)2(CO)4}2‒, and {(μ−Cl)(CH3CN)2(CO)4}‒ with Rh–Rh–Rh angles of 142.18(1)–161.54(1)°. The tetranuclear rhodium(I) core of 2 was interestingly reactive toward H2 (1 atm) under mild conditions at room temperature to afford {Rh4H3}3+ hydride complexes with linear RhI∙∙∙RhII–RhII∙∙∙RhI array, [Rh4(μ−Cl)2(μ−H)3(μ−CO)(CO)2(meso-dpmppm)2]X (X = PF6 (4a), BF4 (4b), TfO (4c)), where the positions of three hydride ligands were estimated with 1H, 1H{31P}, and 31P{1H} NMR spectra, a single crystal X-ray diffraction analysis, and DFT calculations. The linearly ordered {Rh4H3}3+ species that store four electrons from dihydrogen molecules is the first example of linear Rh hydride chains and would be useful platform for exploring cooperative reactions promoted by constrained multimetallic centers., May 2021, 939, 121771, Scientific journal
  • Refereed, Organometallics, C1-Symmetric Binap Derivative Featuring Single Diferrocenylphosphino-Donor Moiety, Yuuki Enomoto; Hiroki Ichiryu; Hao Hu; Yasuyuki Ura; Masamichi Ogasawara, A C1-symmetric chiral bisphosphine, FcPh-Binap (1), which possesses a single diferrocenylphosphino moiety together with a conventional Ph2P-substituent, was prepared in enantiomerically pure forms. Ligand 1 is sterically less demanding than Fc-Segphos (A), which has two diferrocenylphosphino groups, and showed higher activity than A in the rhodium-catalyzed asymmetric conjugate addition of phenylboronic acid to 2-cyclohexenone. Ligand 1 was applied in the two palladium-catalyzed asymmetric reactions, namely the synthesis of axially chiral allenes and the intermolecular Heck reaction, and displayed higher enantioselectivity than parent Binap. The Pd/(R)-1 species showed up to 47% ee enhancement over the Pd/(R)-Binap catalyst in the former reaction and up to 39% ee enhancement in the latter., Apr. 2021, 40, 8, 1020, 1024, Scientific journal
  • Refereed, Synthesis, Georg Thieme Verlag KG, Palladium-Catalyzed Anti-Markovnikov Oxidation of Aromatic and Aliphatic Alkenes to Terminal Acetals and Aldehydes, Yasuyuki Ura, AbstractCatalytic anti-Markovnikov (AM) oxidation of terminal alkenes can provide terminally oxyfunctionalized organic compounds. This short review mainly summarizes our recent progress on the Pd-catalyzed AM oxidations of aromatic and aliphatic terminal alkenes to give terminal acetals (oxidative acetalization) and aldehydes (Wacker-type oxidation), along with related reports. These reactions demonstrate the efficacy of the PdCl2(MeCN)2/CuCl/electron-deficient cyclic alkenes/O2 catalytic system. Notably, electron-deficient cyclic alkenes such as p-benzoquinones (BQs) and maleimides are key additives that facilitate nucleophilic attack of oxygen nucleophiles on coordinated terminal alkenes and enhance the AM selectivity. BQs also function to oxidize Pd(0) depending on the reaction conditions. Several other factors that improve the AM selectivity, such as the steric demand of the nucleo­philes, slow substrate addition, and halogen-directing groups, are also discussed. 1 Introduction 2 Anti-Markovnikov Oxidation of Aromatic Alkenes to Terminal Acetals­ 3 Anti-Markovnikov Oxidation of Aromatic Alkenes to Aldehydes 4 Anti-Markovnikov Oxidation of Aliphatic Alkenes to Terminal Acetals­ 5 Anti-Markovnikov Oxidation of Aliphatic Alkenes to Aldehydes 6 Conclusion, Mar. 2021, 53, 05, 848, 860, Scientific journal
  • Refereed, Inorganic Chemistry, Chiral Octapalladium Chains Supported by Enantiopure P-Stereogenic Linear Tetraphosphines, (R,R)- and (S,S)-Ph2PCH2P(Ph)CH2P(Ph)CH2PPh2, Tanase, Tomoaki; Nakamae, Kanako; Hayashi, Suzui; Okue, Ayumi; Otaki, Risa; Nishida, Tomoko; Ura, Yasuyuki; Kitagawa, Yasutaka; Nakajima, Takayuki, Binuclear Pd(II) and Pt(II) complexes supported by rac-dpmppm (bis[(diphenylphosphinomethyl)phenylphosphino]methane) in a triply-bridged Z-form, [M2Cl4(rac-dpmppm)] (M = Pd (3a), Pt (3b)), readily reacted with 2,6-xylyl isocyanide (XylNC) in the presence of NH4PF6 to afford [M2Cl2(rac-dpmppm)(XylNC)2](PF6)2 (M = Pd (4a), Pt (4b)), in which each metal center accommodates one isocyanide ligand at the trans position to the inner P atom of dpmppm. Similarly, treatment of 3a and 3b with axially chiral (R/S)-1,1′-binaphthyl-2,2′-bisisocyanide (rac-Binac) in the presence of NH4OTf gave cyclic tetranuclear complexes, [{M2Cl2(rac-dpmppm)(rac-Binac)}2](OTf)4 (M = Pd (5), Pt (8)), where two {M2Cl2(rac-dpmppm)}2+ fragments are connected by two rac-Binac ligands through chirality sorting of (R*,R*)-dpmppm and (R*)-Binac. Complex 5 could be transformed into the halide exchanged tetranuclear complexes, [{Pd2X2(rac-dpmppm)(rac-Binac)}2](OTf)4 (X = Br (6), I (7)), to show that the rectangular arrangement of four Pd(II) ions is elongated by repulsive interaction between halide ligands. By using (R)- and (S)-Binac, enantiopure Pd4 complexes, [{Pd2Cl2((R*,R*)-dpmppm)((R*)-Binac)}2](OTf)4 (5RR/R and 5SS/S), were successfully isolated as pure crystalline forms, from which enantiopure (R,R)- and (S,S)-dpmppm were obtained by treatment with NaCN aqueous solution. Namely, optical resolution of rac-dpmppm was established through the tetranuclear Pd complexes, which is the first example for methylene-bridged polyphosphines, R2P(CH2PR)nCH2PR2 (n > 0). Furthermore, chiral octapalladium chains, [Pd8((R*,R*)-dpmppm)4(NCCH3)2](BF4)4 (2RR and 2SS), were synthesized by reacting enantiopure P-chiral dpmppm with [Pd2(CH3CN)6](BF4)2 and [Pd2(dba)3]·C6H6 and were characterized by spectroscopic and X-ray crystallographic analyses, to determine the absolute configurational structures. The Pd8 chains are the longest enantiopure chiral single-metal-atom chains structurally characterized, thus far, and the electronic structures were examined on the basis of DFT calculations of 2RR., 15 Feb. 2021, 60, 60, 3259, 3273, Scientific journal
  • Refereed, Journal of Organometallic Chemistry, Tetranuclear zigzag Ag4 and Ag2Pt2 complexes supported by rac-Ph2PCH2P(Ph)CH2P(Ph)CH2PPh2 (rac-dpmppm), Tomoaki Tanase; Risa Otaki; Kanako Nakamae; Yasuyuki Ura; Takayuki Nakajima, © 2020 Elsevier B.V. Reaction of AgOTf with a tetraphosphine, rac-bis[(diphenylphosphinomethyl) phenylphosphino]methane (rac-dpmppm), afforded [Ag4(rac-dpmppm)2](TfO)4 (3) which consists of zigzag-arrayed tetranuclear silver(I) ions supported by syn-arrangement of two enantiomeric (RR/SS) dpmppm ligands. Complex 3 readily reacted with XylNC (Xyl = 2,6-dimethylphenyl) to give [Ag4(rac-dpmppm)2(XylNC)2](TfO)4 (4), where two terminal isocyanides attach to the outer Ag sites. Complex 3 has been shown a good precursor for Pt-Ag-Ag-Pt mixed metal array as incubation of 3 with trans-[Pt(C[tbnd]CPh)2(PPh3)2] yielded [Ag2Pt2(C[tbnd]CPh)4(rac-dpmppm)2](TfO)2 (5). Two trans-Pt(C[tbnd]CPh)2 units are incorporated into the terminal positions in a site-selective fashion and the Pt-Ag-Ag-Pt tetranuclear core also adopts a zigzag array supported by syn-arrangement of two rac-dpmppm ligands. The d8 and d10 closed-shell mixed metal centers of 5 exhibited an intense photoluminescence at 534 nm, mainly from an unsymmetric triplet state generated by charge transfer transitions from ligand (acetylide π) to metal centers (Ag2 and PtAg s/pσ), 3LMCT, and to ligands (acetylide π* and dpmppm), 3LLCT. The present results provide fundamental and useful information to construct multinuclear closed-shell metal alignments by utilizing polyphosphine ligands., 15 Oct. 2020, 925, 121488, Scientific journal
  • Refereed, Chemical Communications, Secondary Phosphine Oxide-triggered Selective Oxygenation of a Benzyl Ligand on Palladium, Oka, Sayaka; Shigehiro, Yuma; Kataoka, Yasutaka; Ura, Yasuyuki, 17 Sep. 2020, 56, 12977, 12980, Scientific journal
  • Refereed, ChemCatChem, Palladium/Copper-catalyzed Oxidation of Aliphatic Terminal Alkenes to Aldehydes Assisted by p-Benzoquinone, Saki Komori; Yoshiko Yamaguchi; Yuka Murakami; Yasutaka Kataoka; Yasuyuki Ura, © 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim The development of an anti-Markovnikov Wacker-type oxidation for simple aliphatic alkenes is a significant challenge. Herein, a variety of aldehydes can be selectively obtained from various unbiased aliphatic terminal alkenes using PdCl2(MeCN)2/CuCl in the presence of p-benzoquinone (BQ) under mild reaction conditions. Isomerization of the terminal alkene to the internal alkene was suppressed via slow addition of the starting material to the reaction mixture. In addition to the Pd catalyst, CuCl and BQ were essential in order to obtain the anti-Markovnikov product with high selectivity. Terminal alkenes bearing a halogen substituent afforded their corresponding aldehydes with high anti-Markovnikov selectivity. The halogen acts as a directing group in the reaction. DFT calculations indicate that a μ-chloro Pd(II)−Cu(I) bimetallic species with BQ coordinated to Cu is the catalytically active species in the case of a terminal alkene without a directing group., 06 Aug. 2020, 12, 15, 3946, 3955, Scientific journal
  • Refereed, European Journal of Inorganic Chemistry, Wiley, Multinuclear Copper Hydride Complexes Supported by Polyphosphine Ligands, Takayuki Nakajima; Kanako Nakamae; Yasuyuki Ura; Tomoaki Tanase, © 2020 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim Copper hydride compounds have attracted interest in diverse fields as base metallic material in place of rare and noble metals, which have widely been utilized in hydrogenation catalysts, hydrogen storage, and electrochemical materials. Since the first report on the synthesis of copper hydride complex [Cu6H6(PPh3)6] in 1971, copper hydride reagents have been utilized in a variety of organic transformation. While well-characterized copper hydride complexes have been long limited to a few examples, recently several research groups have reported the synthesis of phosphine-stabilized copper hydride complexes with various metal-frameworks and unique reactivity. Here we review recent progress on the synthesis and structures of copper hydride complexes supported by phosphine ligands, including di-, tri-, and tetraphosphines, and also describe their reactivity with CO2., 23 Jun. 2020, 2020, 23, 2211, 2226, Scientific journal
  • Refereed, Angewandte Chemie - International Edition, Wiley, Facially Dispersed Polyhydride Cu9 and Cu16 Clusters Comprising Apex-Truncated Supertetrahedral and Square-Face-Capped Cuboctahedral Copper Frameworks, Kanako Nakamae; Takayuki Nakajima; Yasuyuki Ura; Yasutaka Kitagawa; Tomoaki Tanase, © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim By using a linear tetraphosphine, meso-bis[(diphenylphosphinomethyl)phenylphosphino]methane (dpmppm), nona- and hexadecanuclear copper hydride clusters, [Cu9H7(μ-dpmppm)3]X2 (X=Cl (1 a), Br (1 b), I (1 c), PF6 (1 d)) and [Cu16H14(μ-dpmppm)4]X2 (X2=I2 (2 c), (4/3) PF6⋅(2/3) OH (2 d)) were synthesized and characterized. They form copper-hydride cages of apex-truncated supertetrahedral {Cu9H7}2+ and square-face-capped cuboctahedral {Cu16H14}2+ structures. The hydride positions were estimated by DFT calculations to be facially dispersed around the copper frameworks. A kinetically controlled synthesis gave an unsymmetrical Cu8H6 cluster, [Cu8H6(μ-dpmppm)3]2+ (3), which readily reacted with CO2 to afford linear Cu4 complexes with formate bridges, leading to an unprecedented hydrogenation of CO2 into formate catalyzed by {Cu4(μ-dpmppm)2} platform. The results demonstrate that new motifs of copper hydride clusters could be established by the tetraphosphine ligands, and the structures influence their reactivity., 03 Feb. 2020, 59, 6, 2262, 2267, Scientific journal
  • Refereed, Organic Letters, Nickel-Catalyzed Decarbonylative Cyanation of Acyl Chlorides, Zhenhua Wang; Xiu Wang; Yasuyuki Ura; Yasushi Nishihara, Copyright © 2019 American Chemical Society. Ni-catalyzed decarbonylative cyanation of acyl chlorides with trimethylsilyl cyanide has been achieved. This transformation is applicable to the synthesis of an array of nitrile compounds bearing a wide range of functional groups under neutral conditions. The step-by-step experimental studies revealed that the reaction sequences of the present catalytic reaction are oxidative addition, transmetalation, decarbonylation, and reductive elimination., 06 Sep. 2019, 21, 17, 6779, 6784, Scientific journal
  • Refereed, Chemistry - A European Journal, Alloyed Tetranuclear Metal Chains of Pd4−nPtn (n=0–3) Scaffolded by a New Linear Tetraphosphine Containing a PNP Bridge, Tomoaki Tanase; Miho Tanaka; Mami Hamada; Yuka Morita; Kanako Nakamae; Yasuyuki Ura; Takayuki Nakajima, © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim A new linear tetraphosphine containing a PNP phosphazane bridge, rac-bis[(diphenylphosphinomethyl)phenylphosphino]phenylamine (rac-dpmppan), was synthesized and utilized to support a series of Pd/Pt mixed metal tetranuclear chains, [Pd4−nPtn(μ-rac-dpmppan)2(XylNC)2](PF6)2 (XylNC=xylyl isocyanide; n=0: Pd4 (1), 1: PtPd3 (2), 2: PtPd2Pt (3), 2: Pt2Pd2 (4), 3: Pt2PdPt (5)), in which the number and positions of additional Pt atoms were successfully controlled depending on the respective synthetic procedures using transformations from 1 to 3 through 2 and from 4 to 5 by redox-coupled exchange reactions. The 31P{1H} NMR and ESI mass spectra and X-ray diffraction analyses revealed almost identical tetranuclear structures, with slight contraction of metal-metal bonds according to incorporation of Pt atoms. The electronic absorption spectra of 1–5 exhibited characteristic bands at 635–510 nm with an energy propensity depending on the number and positions of Pt centres, which were assigned to HOMO (dσ*σσ*) to LUMO (dσ*σ*σ*) transition by theoretical calculations. The present results demonstrated that the electronic structures of Pd/Pt mixed-metal tetranuclear complexes are finely tuned as orbital-overlapping alloyed metal chains by atomically precise Pt incorporation in the Pd4 chain., 21 Jun. 2019, 25, 35, 8219, 8224, Scientific journal
  • Refereed, Journal of the American Chemical Society, Synergistic Cu2 Catalysts for Formic Acid Dehydrogenation, Takayuki Nakajima; Yoshia Kamiryo; Masayo Kishimoto; Kaho Imai; Kanako Nakamae; Yasuyuki Ura; Tomoaki Tanase, © 2019 American Chemical Society. Hexanuclear copper hydride complexes, [Cu6(μ3-H)2(meso-L4)3(RNC)4](PF6)4 (R = tBu (6a), Cy (6b)), were prepared by using a new linear tetraphosphine, meso-Ph2PCH2P(Ph)(CH2)4P(Ph)CH2PPh2 (meso-L4), and were converted into active catalysts of [Cu2(μ-O2CH)(meso-L4)(RNC)2]+ under the reaction conditions of formic acid dehydrogenation, where unsymmetric dinuclear copper sites supported by the tetradentate phosphine and isocyanide ligands were essential to demonstrate effective catalytic activity., 05 Jun. 2019, 141, 22, 8732, 8736, Scientific journal
  • Refereed, Journal of Organic Chemistry, Palladium-Catalyzed Aerobic Anti-Markovnikov Oxidation of Aliphatic Alkenes to Terminal Acetals, Saki Komori; Yoshiko Yamaguchi; Yasutaka Kataoka; Yasuyuki Ura, © 2019 American Chemical Society. Terminal acetals were selectively synthesized from various unbiased aliphatic terminal alkenes and 1,2-, 1,3-, or 1,4-diols using a PdCl2(MeCN)2/CuCl catalyst system in the presence of p-toluquinone under 1 atm of O2 and mild reaction conditions. The slow addition of terminal alkenes suppressed the isomerization to internal alkenes successfully. Electron-deficient cyclic alkenes, such as p-toluquinone, were key additives to enhance the catalytic activity and the anti-Markovnikov selectivity. The halogen groups in the alkenes were found to operate as directing groups, suppressing isomerization and increasing the selectivity efficiently., 15 Mar. 2019, 84, 6, 3093, 3099, Scientific journal
  • Refereed, Dalton Transactions, Tetra-, hexa- and octanuclear copper hydride complexes supported by tridentate phosphine ligands, Takayuki Nakajima; Kanako Nakamae; Rika Hatano; Kaho Imai; Masafumi Harada; Yasuyuki Ura; Tomoaki Tanase, © 2019 The Royal Society of Chemistry. Multinuclear copper hydride complexes were synthesized by using a triphosphine, bis(diphenylphosphinomethyl)phenylphosphine (dpmp). The reaction of [Cu(MeCN)4]PF6 with dpmp in 2:1 ratio in the presence of Me4NBH4 or NaBH4 yielded a hexanuclear complex, [Cu6(μ3-H)5(μ-dpmp)3]PF6 (1), together with a minor product [Cu8(μ-H)2(μ4-H)4(μ-dpmp)4](PF6)2 (2) in a very low yield. Complex 1 was also prepared from [CuH(PPh3)]6, [Cu(MeCN)4]PF6, and dpmp in 87%, but the yield of 2 could not be improved presumably due to its instability in solution. A tetranuclear complex, [Cu4(μ-H)(μ3-H)2(μ-dpmp)3]PF6 (4), was obtained from the reaction of [Cu(MeCN)4]PF6 with dpmp in 4:3 ratio, or that of [Cu3(μ-dpmp)2(MeCN)4](PF6)3 (3) and dpmp, in the presence of Me4NBH4 for both cases. The structures of 1, 2, and 4 were determined by X-ray crystallography, and the positions of hydride ligands were elucidated by DFT optimization. Complex 1 consists of a distorted trigonal anti-prismatic Cu6 core bridged by three L-shaped dpmp ligands and five μ3-hydrides, and 2 is composed of three edge-shared tetrahedral Cu4 units supported by four L-shaped dpmp ligands and two μ2-hydrides in the two outer Cu4 units and four μ4-hydride ligands in the central Cu4 units. The structures of two outer Cu4 units in 2 resemble those of 4, where a Cu4 tetrahedron is supported by two L-shaped dpmp ligands and one dpmp-κ2P,P′ bridge, in addition to one μ2- and two μ3-hydrides. Natural bond orbital analyses suggest that the hydrides act as glue between the multinuclear copper centres through electron-deficient delocalized bonding interactions, which result in partial electron migration from hydrides to CuI centres., 2019, 48, 32, 12050, 12059, Scientific journal
  • Refereed, Chemistry Letters, Copper-catalyzed regioselective chloroamination of alkenes with chlorotrimethylsilane and n-fluorobenzenesulfonimide under microwave-assisted conditions, Masayuki Iwasaki; Jie Xu; Yukari Tani; Liyan Fu; Yuichi Ikemoto; Yasuyuki Ura; Yasushi Nishihara, © 2019 The Chemical Society of Japan. A copper-catalyzed chloroamination of alkenes with chlorotrimethylsilane and N-fluorobenzenesulfonimide has been developed. The reactions were complete within 1 h at 120 °C by means of microwave heating. The present chloroamination proceeds with a perfect regioselectivity and is compatible with various functional groups. The preliminary mechanistic investigation revealed that the reaction involves a radical process. The utility of the present method was demonstrated by scalable, operationally simple and safe system., 2019, 48, 3, 281, 284, Scientific journal
  • Refereed, Inorganic Chemistry, Tri- and Tetranuclear Copper Hydride Complexes Supported by Tetradentate Phosphine Ligands, Takayuki Nakajima; Yoshia Kamiryo; Kanae Hachiken; Kanako Nakamae; Yasuyuki Ura; Tomoaki Tanase, Copyright © 2018 American Chemical Society. Three types of tetradentate phosphine ligands with different central methylene chains and configurations, meso- and rac-Ph2PCH2P(Ph)(CH2)nP(Ph)CH2PPh2 (n = 2, meso- and rac-dpmppe; n = 3, meso-dpmppp) were utilized to synthesize a new series of tri- and tetranuclear copper hydride complexes. Reactions of meso-dpmppe or meso-dpmppp with CuCl/NH4PF6 or [Cu(CH3CN)4]PF6 in the presence of NaBH4 afforded trinuclear copper hydride complexes, [Cu3(μ3-H)(meso-dpmppe)2](PF6)2 (1) and [Cu3(μ3-H)(meso-dpmppp)2](PF6)2 (2), while a similar reaction with rac-dpmppe resulted in the formation of a tetranuclear copper dihydride complex, [Cu4(μ3-H)2(rac-dpmppe)2](PF6)2 (5). Complexes 1 and 5 further reacted with RNC (R = tBu, Cy, Xyl) to give [Cu3(μ3-H)(meso-dpmppe)2(XylNC)](PF6)2 (3), [Cu4(μ3-H)2(meso-dpmppe)2(RNC)2](PF6)2 (R = tBu (4a), Cy (4b)) and [Cu4(μ3-H)2(rac-dpmppe)2(RNC)2](PF6)2 (R = tBu (6a), Cy (6b), Xyl (6c)), respectively. Complexes 1-6 were characterized by ESI-MS and 1H and 31P NMR spectroscopy and X-ray diffraction analyses, demonstrating that a hydride ligand is located at the center of triangular Cu3 plane of 1-3, while two μ3-hydride-capped Cu3 planes are fused to result in rhombic Cu4H2 structures in 4a,b, 5, and 6a-c. Complexes 1-6 in CD3CN solutions notably showed high thermal stability and no reactivity toward H2O and CO2. DFT calculations indicated an interesting correlation between the Wiberg bond indices (WBI) of Cu-H bonds and their natural atomic charge (NAC), where the isocyanide ligands had an appreciable influence on the Cu-H interactions., 04 Sep. 2018, 57, 17, 11005, 11018, Scientific journal
  • Refereed, Organic Letters, Regioselective Synthesis of γ-Lactones by Iron-Catalyzed Radical Annulation of Alkenes with α-Halocarboxylic Acids and Their Derivatives, Masayuki Iwasaki; Natsumi Miki; Yuichi Ikemoto; Yasuyuki Ura; Yasushi Nishihara, Copyright © 2018 American Chemical Society. An abundant and low toxicity iron catalyst has enabled regioselective annulation of alkenes with α-halocarboxylic acids and their derivatives. The reaction proceeds smoothly without any additional ligands, bases, and additives to afford a variety of γ-lactones in good yields. A proposed reaction pathway through radical annulation is supported by some mechanistic studies, involving radical clock and isotope labeling experiments. The present method was applied to the practical iron-powder-promoted synthesis of γ-lactones., 06 Jul. 2018, 20, 13, 3848, 3852, Scientific journal
  • Refereed, Biochemistry, Templated Self-Assembly of Dynamic Peptide Nucleic Acids, John M. Beierle; Yasuyuki Ura; M. Reza Ghadiri; Luke J. Leman, © 2017 American Chemical Society. Template-directed macromolecule synthesis is a hallmark of living systems. Inspired by this natural process, several fundamentally novel mechanisms for template-directed assembly of nucleic acid analogues have been developed. Although these approaches have broad significance, including potential applications in biotechnology and implications for the origins of life, there are unresolved challenges in how to characterize in detail the complex assembly equilibria associated with dynamic templated reactions. Here we describe mechanistic studies of template-directed dynamic assembly for thioester peptide nucleic acid (tPNA), an informational polymer that responds to selection pressures under enzyme-free conditions. To overcome some of the inherent challenges of mechanistic studies of dynamic oligomers, we designed, synthesized, and implemented tPNA-DNA conjugates. The DNA primer region affords a high level of control over the location and register of the tPNA backbone in relation to the template strand. We characterized the degree and kinetics of dynamic nucleobase mismatch correction at defined backbone positions. Furthermore, we report the fidelity of dynamic assembly in tPNA as a function of position along the peptide backbone. Finally, we present theoretical studies that explore the level of fidelity that can be expected for an oligomer having a given hybridization affinity in dynamic templated reactions and provide guidance for the future development of sequence self-editing polymers and materials. As our results demonstrate, the use of molecular conjugates of constitutionally static and dynamic polymers establishes a new methodology for expediting the characterization of the complex chemical equilibria that underlie the assembly of dynamic informational polymers., 09 Jan. 2018, 57, 1, 160, 172, Scientific journal
  • Refereed, Yuki Gosei Kagaku Kyokaishi/Journal of Synthetic Organic Chemistry, Toward the development of palladium-catalyzed terminal-selective oxidations of hydrocarbons using molecular oxygen, Yasuyuki Ura, © 2018 Society of Synthetic Organic Chemistry. All rights reserved. Selective oxyfunctionalization at the terminal carbon of alkenes, alkanes and other hydrocarbons using molecular oxygen can become industrially and/or synthetically useful, environmental load- reducing synthetic methods for oxygen-containing organic compounds such as primary alcohols, aldehydes, and their derivatives. In this paper, we report the palladium-catalyzed synthesis of aldehydes and terminal acetals by anti-Markovnikov oxidation of vinylarenes using molecular oxygen (and also p-benzoquinone), and oxygenation of a benzyl ligand in palladium complexes. The former catalytic aerobic anti-Markovnikov oxidation reactions were efficiently promoted in the presence of a catalytic amount of electron-deficient cyclic alkenes such as maleimides and p- quinones, which would coordinate to palladium to accelerate the reaction as well as to stabilize in- situ formed Pd(0) species and suppress the deactivation. The latter oxygenation was remarkably accelerated by the addition of anion sources or Bronsted acids, affording oxygenated compounds such as benzaldehyde, benzyl hydroperoxide, and benzyl alcohol. The oxygenation with anion sources proceeds in a radical chain mechanism, while the oxygenation with Brønsted acids proceeds in a non-radical chain mechanism. Especially, the oxygenation with acids would be promising because catalytic oxygenation of toluenes and other hydrocarbons can be developed by combining the oxygenation step with a deprotonative C-H bond activation step., 2018, 76, 12, 1291, 1300, Scientific journal
  • Refereed, Organometallics, AMER CHEMICAL SOC, Ruthenacyclopentanes as Intermediates in the Regio- and Stereoselective Linear Codimerization of N-Vinylamides with Electron-Deficient Alkenes, Hiroko Fukuzawa; Nozomi Aoyagi; Ruriko Sato; Yasutaka Kataoka; Yasuyuki Ura, © 2017 American Chemical Society. Tricarbonylruthenacyclopentanes were successfully synthesized by in situ reduction of RuCl3 with Zn-Cu/CO in the presence of N-vinylacetamides and electron-deficient alkenes such as ethyl acrylate, dimethyl fumarate, and dimethyl maleate. X-ray crystallography of the ruthenacyclopentanes revealed that the three carbonyl ligands occupied coordination sites facially, and the ruthenacycle moiety was stabilized by coordination with the acetamido oxygen atom. When the ruthenacyclopentanes in toluene or DMA were heated to 130 °C for 24 h, linear codimers of the alkenes were formed in moderate to good yield. Both the ruthenacyclopentane and the RuCl3/Zn-Cu/alcohol system showed catalytic activity for the linear codimerization of alkenes, affording the codimers in good yield. The results of stoichiometric and catalytic reactions revealed that the codimerization can proceed via ruthenacyclopentane intermediates., 23 Oct. 2017, 36, 20, 3931, 3939, Scientific journal
  • Refereed, Chemistry - A European Journal, WILEY-V C H VERLAG GMBH, A Fluxional Cu8H6 Cluster Supported by Bis(diphenylphosphino)methane and its Facile Reaction with CO2, Kanako Nakamae; Miho Tanaka; Bunsho Kure; Takayuki Nakajima; Yasuyuki Ura; Tomoaki Tanase, © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim A copper hydride cluster [Cu8(μ-H)6(μ-dppm)5](PF6)2 (dppm=bis(diphenylphosphino)methane) was prepared from reaction of [CuH(PPh3)]6 with dppm in the presence of [Cu(CH3CN)4]PF6 and exhibited fluxional behaviors in solution where the hydrides and the phosphines are scrambling around the trans-bicapped octahedral Cu8 framework. The Cu8H6 complex showed facile reactivity with CO2 (1 atm, RT) to afford a tricopper complex, [Cu3(μ-H)(μ-O2CH)(μ-dppm)3]PF6, which could be developed to unprecedented hydrosilylation of CO2 catalyzed by multinuclear CuH species under mild conditions., 18 Jul. 2017, 23, 40, 9457, 9461, Scientific journal
  • Refereed, ChemCatChem, WILEY-V C H VERLAG GMBH, Palladium-Catalyzed Aerobic Synthesis of Terminal Acetals from Vinylarenes Assisted by π-Acceptor Ligands, Satoko Matsumura; Ruriko Sato; Sonoe Nakaoka; Wakana Yokotani; Yuka Murakami; Yasutaka Kataoka; Yasuyuki Ura, © 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim Terminal acetals were synthesized from various vinylarenes and 1,2- or 1,3-diols using a simple PdCl2(MeCN)2/methoxy-p-benzoquinone (MeOBQ)/CuCl catalyst system and 1 atm of O2 under mild reaction conditions by the anti-Markovnikov nucleophilic attack of an oxygen nucleophile on the coordinated vinylarenes. Cyclic α,β-unsaturated carbonyl compounds such as MeOBQ and N-phenylmaleimide were especially effective as additives to afford higher yields of the desired terminal acetals. Kinetic experiments indicated that MeOBQ operates as a π-acceptor ligand for Pd to accelerate the reaction and that the dissociation of a chloride ion from Pd precedes the rate-determining step., 08 Mar. 2017, 9, 5, 751, 757, Scientific journal
  • Refereed, European Journal of Inorganic Chemistry, WILEY-V C H VERLAG GMBH, Linear Triplatinum Tetrahydride Complex Supported by Triphosphine Ligands, [Pt3(µ-H)2(H)2(µ-dpmp)2](BF4)2 {dpmp = bis(diphenylphosphinomethyl)phenylphosphine}, Tomoaki Tanase; Kana Yamamoto; Rika Hatano; Kanako Nakamae; Bunsho Kure; Yasuyuki Ura; Takayuki Nakajima, © 2017 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim By treating [Pt6(µ-H)(H)2(µ-dpmp)4]BH4 [4, dpmp = bis(diphenylphosphinomethyl)phenylphosphine] with an excess amount of HBF4 in N,N-dimethylformamide (DMF), a triplatinum tetrahydride complex, [Pt3(µ-H)2(H)2(µ-dpmp)2](BF4)2 (5), was obtained in 51 % yield and was characterized by IR, UV/Vis, 1H NMR, and 31P{1H} NMR spectroscopy in addition to ESI mass spectrometry, X-ray crystallography, and DFT calculations. Complex 5 is composed of linear trinuclear platinum centers supported by two dpmp ligands, {Pt3(µ-dpmp)2}6+, which accommodate two terminal and two bridging hydrides in a HPtHPtHPtH zigzag structure. The hydride positions were determined by DFT optimization with B3LYP/GD3BJ functionals. Variable-temperature 1H{31P} NMR spectroscopy in [D7]DMF revealed that the bridging hydrides exhibit fluxional behavior and migrate along the Pt3 chain by switching the bridging site, whereas the terminal hydrides are not exchanged with the bridging ones. The present results suggest that the divalent linear triplatinum unit of {Pt3(µ-dpmp)2}2+ (Pt3II), which is a building block to construct [Pt6(µ-H)(H)2(µ-dpmp)4]+ (4, Pt3IIPt3II), formally acts as a four-electron source to result in [Pt3(µ-H)2(H)2(µ-dpmp)2]2+ (5, Pt3VI) through protonation., 2017, 2017, 11, 1422, 1426, Scientific journal
  • Refereed, Dalton Transactions, ROYAL SOC CHEMISTRY, Electron-rich linear triplatinum complexes stabilized by a spinning tetraphosphine, tris(diphenylphosphinomethyl)phosphine, Tomoaki Tanase; Kanako Koike; Miho Uegaki; Satoko Hatada; Kanako Nakamae; Bunsho Kure; Yasuyuki Ura; Takayuki Nakajima, © The Royal Society of Chemistry 2016. Linear triplatinum complexes with 48e-, [Pt3(μ-tdpmp)2(RNC)2](PF6)2 (R = 2,6-xylyl (3), tBu (4)), were synthesized by using a branched tetraphosphine, tris(diphenylphosphinomethyl)phosphine (tdpmp), and characterized by crystallographic and spectroscopic analyses to show their novel dynamic behaviour in the solution state, in which the linear Pt3 unit was stabilized by two spinning tetraphosphine ligands., 07 May 2016, 45, 17, 7209, 7214, Scientific journal
  • Refereed, Chemical Communications, ROYAL SOC CHEMISTRY, Maleimide-assisted anti-Markovnikov Wacker-type oxidation of vinylarenes using molecular oxygen as a terminal oxidant, Sonoe Nakaoka; Yuka Murakami; Yasutaka Kataoka; Yasuyuki Ura, © 2015 The Royal Society of Chemistry. Arylacetaldehydes were successfully synthesized by the anti-Markovnikov Wacker-type oxidation of vinylarenes using 1 atm O2 as a terminal oxidant under mild conditions. Electron-deficient alkenes, such as maleic anhydride and maleimides, were effective additives and would operate as ligands to stabilize the Pd(0) species during the reaction., 07 Jan. 2016, 52, 2, 335, 338, Scientific journal
  • Refereed, Dalton Transactions, ROYAL SOC CHEMISTRY, Oxidative addition of an aromatic ortho C-H bond of tetraphosphine to asymmetric diiridium(i) centres, Takayuki Nakajima; Sayo Noda; Miyuki Sakamoto; Aya Matsui; Kanako Nakamae; Bunsho Kure; Yasuyuki Ura; Tomoaki Tanase, © The Royal Society of Chemistry 2016. Reactions of a tetraphosphine, meso-bis{[(diphenylphosphinomethyl)phenyl]phosphino}propane (dpmppp), with [IrCl(cod)]2 and CO (1 atm) or isocyanide (RNC) in the presence of NH4PF6 at 80-100°C in dichloromethane/acetonitrile/acetone and/or methanol mixed solvents afforded asymmetric diiridium(ii) complexes, [Ir2(H)(Cl)(μ-(dpmppp-H)-κP4C)(CO)3]PF6 (1) and [Ir2(H)(μ-(dpmppp-H)-κP4C)(RNC)4)]-(PF6)2 (R = 2,6-xylyl (2), 2,4,6-mesityl (3); dpmppp-H = {PPh(o-C6H4)CH2P(Ph)(CH2)3P(Ph)CH2PPh2}-). A similar reaction with tBuNC resulted in the formation of a mononuclear IrIII complex of [Ir(H)(dpmppp-κP3)(tBuNC)2](PF6)2 (4). Complexes 1-3 were characterized by ESI mass spectrometry, 1H and 31P NMR spectroscopy and X-ray diffraction analyses. They were found to consist of cis/trans-P,P asymmetric IrII-IrII bonded dinuclear structures derived from oxidative addition of an ortho C-H bond of dpmppp (Ir-Ir = 2.8044(2) Å (1), 2.8569(2) Å (2), and 2.8524(5) Å (3)), resulting in a [IrPCCIr] intermetallic cyclometal-bridge and a terminal hydride. DFT calculations indicated the presence of Ir-Ir, Ir-H, and Ir-Cortho covalent bonds. Initial stages of the reactions with CO and XylNC at room temperature were investigated by 31P{1H} NMR spectroscopy and found to contain a symmetrical IrI dinuclear unit with dpmppp that was readily transformed into 1 and 2 upon heating. The IrI2 intermediate with XylNC, [Ir2(XylNC)4(μ-dpmppp)](PF6)2 (6), was isolated and characterized by X-ray crystallography and DFT calculations as an electron-deficient 32e- IrI2 species involving a IrI→IrI dative bond (2.7989(5) Å). The reaction pathways from 6 to 2 were investigated by DFT calculations. The present study suggested that a novel oxidative addition of an ortho C-H bond proceeded on the cis/trans-P,P asymmetric diiridium(i) scaffold supported by the tetraphosphine, dpmppp, which was assumed to be facilitated by dimetal cooperation with switching Ir→Ir dative interactions., 2016, 45, 11, 4747, 4761, Scientific journal
  • Refereed, Dalton Transactions, ROYAL SOC CHEMISTRY, Oxygenation of a benzyl ligand in SNS-palladium complexes with O2: Acceleration by anions or Brønsted acids, Reina Shimokawa; Yumi Kawada; Miki Hayashi; Yasutaka Kataoka; Yasuyuki Ura, © 2016 Royal Society of Chemistry. A cationic SNS-benzylpalladium complex was reacted with O2 under several conditions, affording oxygenated compounds derived from the benzyl ligand. The addition of n-Bu4NX remarkably accelerated the oxygenation, furnishing benzaldehyde as a main organic product and dinuclear complexes; in contrast, HX also promoted the oxygenation, but mainly produced benzyl hydroperoxide and mononuclear complexes., 2016, 45, 41, 16112, 16116, Scientific journal
  • Not Refereed, Bull. Jpn. Soc. Coord. Chem., Insertion of Molecular Oxygen into Palladium and Platinum-sp3 Carbon Bonds, URA Yasuyuki, May 2015, 65, 49, 52
  • Refereed, Chemistry - An Asian Journal, WILEY-V C H VERLAG GMBH, Facile insertion of carbon dioxide into Cu2(μ-H) dinuclear units supported by tetraphosphine ligands, Kanako Nakamae; Bunsho Kure; Takayuki Nakajima; Yasuyuki Ura; Tomoaki Tanase, © 2014 Wiley-VCH Verlag GmbH & Co. KGaA. Reactions of meso-bis[(diphenylphosphinomethyl) phenylphosphino]methane (dpmppm) with CuI species in the presence of NaBH4 afforded di- and tetranuclear copper hydride complexes, [Cu2(μ-H)(μ-dpmppm)2]X (1) and [Cu4(μ-H)2(μ4-H)(μ-dpmppm)2]X (2) (X = BF4, PF6). Complex 1 undergoes facile insertion of CO2 (1 atm) at room temperature, leading to a formate-bridged dicopper complex [Cu2(μ-HCOO)(dpmppm)2]X (3). The experimental and DFT theoretical studies clearly demonstrate that CO2 insertion into the Cu2(μ-H) unit occurred with the flexible dicopper platform. Complex 2 also undergoes CO2 insertion to give a formate-bridged complex, [Cu4(μ-HCOO)3 (dpmppm)2]X, during which the square Cu4 framework opened up to a linear tetranuclear chain., 09 Sep. 2014, 9, 11, 3106, 3110, Scientific journal
  • Refereed, European Journal of Inorganic Chemistry, WILEY-V C H VERLAG GMBH, Inclusion of an iodine molecule in a tiara-like octanuclear palladium thiolate complex, Yukari Yamashina; Yasutaka Kataoka; Yasuyuki Ura, © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim. An iodine molecule was successfully inserted into the inner cavity of a tiara-like octanuclear palladium thiolate complex, [Pd(μ-SCH2CO2Me)2]8. The included iodine molecule coordinated weakly to six palladium atoms in both linear and bent modes, as confirmed by X-ray crystallography and DFT calculations. The inclusion complex reacted with an excess amount of I2 to produce a disulfide, which was accompanied by decomposition of the tiara ring., 01 Sep. 2014, 2014, 25, 4073, 4078, Scientific journal
  • Refereed, Inorganic Chemistry, AMER CHEMICAL SOC, Tiara-like octanuclear palladium(II) and platinum(II) thiolates and their inclusion complexes with dihalo- or iodoalkanes, Yukari Yamashina; Yasutaka Kataoka; Yasuyuki Ura, A tiara-like octanuclear palladium thiolate complex, [Pd(μ-SCH 2CO2Me)2]8, that has a toroidal structure was synthesized via reactions of either PdCl2 with methyl thioglycolate/N,N-diisopropylethylamine (DIEA) (conventional method) or [PdCl2(MeCN)2] with m-C6H4(CMe 2SCH2CO2Me)2 (alternative method). In the latter method, the tiara-like complex formed via the corresponding SCS-pincer complex and/or 1:1 PdCl2 and ligand complexes. With respect to the platinum analogues, the alternative method efficiently produced the tiara-like octanuclear complex [Pt(μ-SCH2CO 2Me)2]8 in high purity. Small molecules, such as CH2Cl2, ClCH2CH2Cl, CH 2Br2, and CH3I, were accommodated in the inner voids of the tiara rings to form 1:1 inclusion complexes. These complexes are stabilized not only by weak CH⋯X hydrogen bonds (X = Cl or Br) between the methylene protons of four or eight axially positioned methoxycarbonylmethyl groups on the tiara rings and the halogen atoms of the guest molecules but also by weak coordination of the halogen atoms to the transition-metal atoms. © 2014 American Chemical Society., Apr. 2014, 53, 7, 3558, 3567, Scientific journal
  • Refereed, Dalton Transactions, ROYAL SOC CHEMISTRY, Fluxional interconversion of divalent palladium complexes having NSNSN ligands between flexible SNS and rigid NNN-coordinated structures, Yumi Kawada; Yasutaka Kataoka; Yasuyuki Ura, Mono- and dicationic divalent palladium complexes having 2,6-bis(N-heteroarylsulfanylmethyl)pyridine ligands (NSNSN ligands) were synthesized and characterized. The NSNSN ligands were fixed in a rac-SNS tridentate coordination mode in the solid state, while the equilibria among meso-SNS, rac-SNS, and NNN isomers were observed in solution. The equilibrium between the SNS and NNN isomers could be modulated by temperature, as well as by the steric and electronic factors of the NSNSN and monodentate ligands. Lowering the temperature tended to make NNN isomers more predominant compared with SNS isomers. On the other hand, the steric demand between the ligands in the complexes shifted the equilibrium from NNN to SNS isomers. Introduction of pyridyl groups instead of pyrimidyl groups as N-heteroarenes also shifted the equilibrium to SNS isomers. DFT calculation indicated rapid ring inversion of the metallacycle moieties and relatively slow S-inversion in the SNS isomers, a result that was in good agreement with the experimentally observed dynamic behaviors. Both the experimental and theoretical results revealed that the SNS isomers had flexible structures in solution, whereas the NNN isomers were rigid and less dynamic. The mechanistic pathways for interconversion between SNS and NNN isomers were also calculated. Such calculations indicated that a pathway featuring a relatively unstable, distorted ax-SNN intermediate was plausible. The intermediate had an N-heteroarene on the coordinated sulfur atom at an axial position. © 2013 The Royal Society of Chemistry., 07 Nov. 2013, 42, 41, 14844, 14855, Scientific journal
  • Refereed, Chemical Communications, ROYAL SOC CHEMISTRY, Palladium-catalyzed synthesis of terminal acetals via highly selective anti-Markovnikov nucleophilic attack of pinacol on vinylarenes, allyl ethers, and 1,5-dienes, Mayumi Yamamoto; Sonoe Nakaoka; Yasuyuki Ura; Yasutaka Kataoka, A palladium-catalyzed reaction of vinylarenes, allyl ethers, and 1,5-dienes with pinacol proceeded via a selective anti-Markovnikov nucleophilic attack to afford corresponding terminal acetals as major products. The bulkiness of pinacol was found to be critical in controlling the regioselectivity. © 2012 The Royal Society of Chemistry., 04 Jan. 2012, 48, 8, 1165, 1167, Scientific journal
  • Refereed, Journal of Organometallic Chemistry, ELSEVIER SCIENCE SA, Ruthenium-catalyzed reduction of N-alkoxy- and N-hydroxyamides, Hiroko Fukuzawa; Yasuyuki Ura; Yasutaka Kataoka, A ruthenium-catalyzed reduction of N-alkoxy- and N-hydroxyamides was found to afford corresponding amides in good to high yields. A simple RuCl 3/Zn-Cu/alcohol system, without the addition of any other ligands, exhibited a high catalytic activity, and therefore the present reaction does not require a stoichiometric amount of metals or metal complexes as reductants. When β-substituted-α,β-unsaturated N-methoxyamides were employed as substrates, concurrent hydrogenation of the olefin moiety proceeded slowly with deprotection of the methoxy group. In the reduction of N-hydroxyamides, the alcoholic solvent was found to function as a hydrogen donor. © 2011 Elsevier B.V. All rights reserved., 15 Nov. 2011, 696, 23, 3643, 3648, Scientific journal
  • Refereed, ChemCatChem, WILEY-V C H VERLAG GMBH, Rhodium-catalyzed decarbonylative coupling reactions of diphenylketene with alkenes, Teruyuki Kondo; Yukiko Tokoro; Yasuyuki Ura; Kenji Wada; Take Aki Mitsudo, The decarbonylative coupling reaction of diphenylketene with 2-norbornene, catalyzed by [{RhCl(CO)2}2], proceeds smoothly in toluene to give the corresponding substituted cyclopropane, 3,3-diphenyltricyclo[3.2.1. 02,4]octane, in good yield. The corresponding reaction of diphenylketene with electron-deficient terminal alkenes leads to the linear coupling products. © 2009 Wiley-VCH Verlag GmbH& Co. KGaA, Weinheim., 24 Aug. 2009, 1, 1, 82, 84, Scientific journal
  • Refereed, Science, AMER ASSOC ADVANCEMENT SCIENCE, Self-assembling sequence-adaptive peptide nucleic acids, Yasuyuki Ura; John M. Beierle; Luke J. Leman; Leslie E. Orgel; M. Reza Ghadiri, Several classes of nucleic acid analogs have been reported, but no synthetic informational polymer has yet proven responsive to selection pressures under enzyme-free conditions. Here, we introduce an oligomer family that efficiently self-assembles by means of reversible covalent anchoring of nucleobase recognition units onto simple oligo-dipeptide backbones [thioester peptide nucleic acids (tPNAs)] and undergoes dynamic sequence modification in response to changing templates in solution. The oligomers specifically self-pair with complementary tPNA strands and cross-pair with RNA and DNA in Watson-Crick fashion. Thus, tPNA combines base-pairing interactions with the side-chain functionalities of typical peptides and proteins. These characteristics might prove advantageous for the design or selection of catalytic constructs or biomaterials that are capable of dynamic sequence repair and adaptation., 03 Jul. 2009, 325, 5936, 73, 77, Scientific journal
  • Refereed, Organic and Biomolecular Chemistry, ROYAL SOC CHEMISTRY, Dynamic polythioesters via ring-opening polymerization of 1,4-thiazine-2,5-diones, Yasuyuki Ura; Mohammad Al-Sayah; Javier Montenegro; John M. Beierle; Luke J. Leman; M. Reza Ghadiri, We describe the preparation and characterization of polythioesters composed of alternating α-amino acid and α-thioglycolic acid residues that undergo dynamic constitutional exchange under mild conditions. The polymers are assembled via reversible ring-opening polymerizations of 1,4-thiazine-2,5-diones and related monomers in solution-phase conditions that do not require the use of transition metal catalysts. Because 1,4-thiazine-2,5-diones can be derived in part from α-amino acids, a variety of side chain functionalized monomers in optically pure forms could readily be accessed. In addition, the resulting polythioesters have the potential for intra- and inter-chain hydrogen bonding, which is known to impart materials properties to other previously studied polyamides. The studies reported here could be useful in advancing a new class of biodegradable polymers and furthermore suggest that dynamic constitutional exchange could be exploited to modify many known synthetic and natural polythioesters. © 2009 The Royal Society of Chemistry., 2009, 7, 14, 2878, 2884, Scientific journal
  • Not Refereed, 化学工業, 化学工業社, 新規ルテニウム錯体の創製と環境調和型有機合成反応用触媒への応用, URA Yasuyuki, 2009, 60, 7, 489-497, 497
  • Not Refereed, Catalysts & Catalysis, Development of Highly Atom-efficient Transformations of Alkenes by Homogeneous Metal Complex Catalysts, URA Yasuyuki, 2008, 50, 679-682
  • Not Refereed, Bulletin of the Korean Chemical Society, KOREAN CHEMICAL SOC, Ruthenium complex-catalyzed highly selective co-oligomerization of alkenes, Yasuyuki Ura; Hiroshi Tsujita; Take Aki Mitsudo; Teruyuki Kondo, Ruthenium complex-catalyzed reactions often require highly qualified tuning of reaction conditions with substrates to attain high yield and selectivity of the products. In this review, our strategies for achieving characteristic ruthenium complex-catalyzed co-oligomerization of different alkenes are disclosed: 1) The codimerization of 2-norbornenes with acrylic compounds by new ruthenium catalyst systems of RuCl3(tpy)/Zn [tpy = 2,2′:6′,2″-terpyridine] or [RuCl2(η 6-C 6H6)]2/Zn in alcohols, 2) A novel synthesis of 2-alkylidenetetrahydrofurans from dihydrofurans and acrylates by zerovalent ruthenium catalysts, such as Ru(η4-cod)(η6-cot) [cod = 1,5-cyclooctadiene, cot = 1,3,5-cyclooctatriene] and Ru(η 6-cot)(η2-dmfm)2 [dmfm = dimethyl fumarate], 3) Regio- and stereoselective synthesis of enamides by Ru(η6-cot) (η2-dmfm)2-catalyzed codimerization of N-vinylamides with alkenes, and 4) Unusual head-to-head dimerization of styrenes and linear codimerization of styrenes with ethylene by Ru(η6-cot) (η2-dmfm)2 catalyst in the presence of primary alcohols., 20 Dec. 2007, 28, 12, 2139, 2152
  • Refereed, Angewandte Chemie - International Edition, WILEY-V C H VERLAG GMBH, Highly selective dimerization of styrenes and linear co-dimerization of styrenes with ethylene catalyzed by a ruthenium complex, Teruyuki Kondo; Daisuke Takagi; Hiroshi Tsujita; Yasuyuki Ura; Kenji Wada; Take Aki Mitsudo, (Chemical Equation Presented) Heads you win: An unusual head-to-head dimerization of styrenes has been developed using the zero-valent ruthenium catalyst [Ru(η6-cot)(η2-dmfm)2] (cot = 1,3,5-cyclooctatriene, dmfm = dimethyl fumarate) in the presence of primary alcohols to give the homo-dimer in high regio- and stereoselectivity. The catalyst system is also effective for the selective co-dimerization of styrenes with ethylene to give the co-dimer in high yield. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA., 2007, 46, 31, 5958, 5961, Scientific journal
  • Refereed, Angewandte Chemie - International Edition, WILEY-V C H VERLAG GMBH, Regio- and stereoselective synthesis of enamides and dienamides by ruthenium-catalyzed co-oligomerization of N-vinylamides with alkenes or alkynes, Hiroshi Tsujita; Yasuyuki Ura; Shingo Matsuki; Kenji Wada; Take Aki Mitsudo; Teruyuki Kondo, (Chemical Equation Presented) The zero-valent ruthenium complex (η6-1,3,5-cyclooctatriene)bis(η2-dimethyl fumarate)ruthenium effectively catalyzes the highly selective codimerization of N-vinylamides with alkenes or alkynes and was successfully applied in the cotrimerization of N-vinylamides with ethyl acrylate and ethylene (see scheme). These reactions offer a rapid and atom-economical synthesis of biologically and synthetically important enamides and dienamides. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA., 2007, 46, 27, 5160, 5163, Scientific journal
  • Refereed, Journal of Organometallic Chemistry, ELSEVIER SCIENCE SA, Synthesis and characterization of a novel (μ3-oxo)tetraruthenium cluster, Teruyuki Kondo; Fumiaki Tsunawaki; Toshi aki Suzuki; Yasuyuki Ura; Kenji Wada; Syuhei Yamaguchi; Hideki Masuda; Kenji Yoza; Motoo Shiro; Take aki Mitsudo, A novel (μ3-oxo)tetraruthenium cluster (2) was synthesized in an isolated yield of 73% by the reaction of a zerovalent ruthenium complex, Ru(η6-cot)(η2-dmfm)2 (1) [cot = 1,3,5-cyclooctatriene, dmfm = dimethyl fumarate], with water under reflux in 1,4-dioxane for 6 h. The structure and the X-ray characterization of this novel complex 2 as well as a possible formation mechanism of 2 are disclosed. © 2006 Elsevier B.V. All rights reserved., 01 Jan. 2007, 692, 1-3, 530, 535, Scientific journal
  • Not Refereed, Proceedings of the Japan Academy Series B: Physical and Biological Sciences, JAPAN ACAD, Chemistry of a novel zerovalent ruthenium π-acidic alkene complex, Ru(η6-1,3,5-cyclooctatriene)(η2-dimethyl fumarate)2, Take Aki Mitsudo; Yasuyuki Ura; Teruyuki Kondo, A novel zerovalent ruthenium complex with a π-acidic ligand, Ru(η6-cyclooctatriene)(η2-dimethyl fumarate) 2 (1), was prepared from Ru(η4-cyclooctadiene) (η6-cyclooctatriene) [Ru(cod)(cot)]. Complex 1 or Ru(cod)(cot) catalyzes various new carbon-carbon bond-forming reactions that include the [2 + 2] cycloaddition of alkenes and alkynes via ruthenacycles, the creation of a new hydrocarbon, pentacyclo[6.6.0.02,6.03,13.0 10,14]tetradeca-4,11-diene [PCTD], by dimerization of 2,5-norbornadiene via C-C bond cleavage, and the codimerization of alkynes and/or alkenes. Complex 1 was shown to be an excellent mother complex for various zerovalent ruthenium complexes. Complex 1 reacts with amines, phosphines or water to give new zerovalent ruthenium complexes with the ligands. The resulting aqua complexes have a water ligand with an oxygen atom that is a chiral center, i.e., ruthenium complexes with a 'chiral water' ligand were prepared and fully characterized., 2007, 83, 3, 65, 76
  • Refereed, Journal of the American Chemical Society, AMER CHEMICAL SOC, Ruthenium-catalyzed [2 + 2 + 1] cocyclization of isocyanates, alkynes, and CO enables the rapid synthesis of polysubstituted maleimides, Teruyuki Kondo; Masato Nomura; Yasuyuki Ura; Kenji Wada; Take Aki Mitsudo, Intermolecular [2 + 2 + 1] cocyclization of isocyanates, alkynes, and CO (1 atm) proceeded smoothly in the presence of a catalytic amount of Ru3(CO)12 (3.3 mol %) in mesitylene at 130 °C for 342 h to give a variety of polysubstituted maleimides in excellent yields with high selectivity. The reaction may involve an azaruthenacyclopentenone intermediate derived from oxidative cyclization of an isocyanate and an alkyne on an active ruthenium species. Copyright © 2006 American Chemical Society., 22 Nov. 2006, 128, 46, 14816, 14817, Scientific journal
  • Refereed, Tetrahedron Letters, PERGAMON-ELSEVIER SCIENCE LTD, Selective synthesis of 2-pyridones and pyrimidine-2,4-diones by neutral rhodium(I) complex-catalyzed cyclocotrimerization of alkynes and isocyanates, Teruyuki Kondo; Masato Nomura; Yasuyuki Ura; Kenji Wada; Take aki Mitsudo, A neutral rhodium(I) complex, 'RhCl(PPh3)2' generated by the combination of [RhCl(C2H4)2]2 with a fourfold amount of PPh3, effectively catalyzed the cyclocotrimerization of alkynes (1) and isocyanates (2) to give 2-pyridones (3) and/or pyrimidine-2,4-diones (4), selectively, by controlling the molar ratio of alkynes (1) and isocyanates (2). © 2006 Elsevier Ltd. All rights reserved., 25 Sep. 2006, 47, 39, 7107, 7111, Scientific journal
  • Refereed, Organometallics, AMER CHEMICAL SOC, Formation of divalent ruthenacycles via oxidative cyclization of 1,3,5-cyclooctatriene with maleic anhydride or maleimides: An intermediate for the transition metal-mediated [6 + 2] cycloaddition of 1,3,5-trienes and alkenes, Yasuyuki Ura; Taka Aki Utsumi; Hiroshi Tsujita; Kenji Wada; Teruyuki Kondo; Take Aki Mitsudo, Reactions of a zerovalent ruthenium complex, Ru(η4-cod) (η6-cot) (3; cod = 1,5-cyclooctadiene, cot = 1,3,5- cyclooctatriene), with maleic anhydride or maleimides under mild reaction conditions afforded a series of novel divalent ruthenacycles 4 with an η5-cyclooctadienyl moiety via oxidative cyclization between the carbon-carbon double bonds of cot and the electron-deficient alkene. The solid-state structure clearly showed a newly constructed ruthenacycle skeleton, which was formed in a trans manner. Complex 4 was further reacted with H 2 and HCl to give hydrogenated and protonated succinimides with a C8-ring, respectively. When 4 was heated in toluene, a [6 + 2] cycloadduct of cot and a maleimide was obtained via reductive elimination, which shows that a ruthenium-mediated stepwise [6 + 2] cycloaddition was achieved. The addition of PPh3 to complex 4d promoted the reductive elimination, while bidentate phosphines such as 1,2-bis(diphenylphosphino)ethane did not give the cycloadduct and stable ruthenacycles 11 were formed instead. Reactions of 4 with CO gave novel tricarbonyl ruthenacycles 12 along with dissociation of the cod ligand, where neither reductive elimination nor CO insertion took place. The results of a theoretical study were consistent with the idea that the energy barriers for reductive elimination from ruthenacycles bearing cod or monophosphine ligands were lower than those from a ruthenacycle bearing a diphosphine ligand. The formation of 12 was found to be more energetically favorable than reductive elimination. © 2006 American Chemical Society., 05 Jun. 2006, 25, 12, 2934, 2942, Scientific journal
  • Refereed, Organometallics, AMER CHEMICAL SOC, Formation of binuclear ruthenium(II) aqua complexes and a mononuclear ammonia complex bearing P-P-O facial tridentate ligands and oxametallacycle moieties, Fumiaki Tsunawaki; Yasuyuki Ura; Teruyuki Kondo; Tomomichi Iwasa; Tatsuro Harumashi; Take Aki Mitsudo, The reaction of Ru(η6-cot)(dmfm)2 (1; cot = 1,3,5-cyclooctatriene, dmfm = dimethyl fumarate) with water and dppe derivatives (dppe = 1,2-bis(diphenylphosphino)ethane) having two or four methoxy groups at the ortho positions of the phenyl rings, (S,S)-DIPAMP or o-MeO-dppe, afforded the unique binuclear Ru(II) aqua complexes 4a,b, where two oxaruthenacycles are combined and hold a water molecule by coordination and hydrogen bonding, as revealed by X-ray crystallography. Although complex 4b has a binuclear form in the solid state, disintegration occurred in solution to give the mononuclear aqua complex 4b′. Complex 4b was further treated with ammonia, resulting in the formation of the mononuclear Ru(II) ammonia complex 5 via ligand displacement with water. The water oxygen atom and ammonia nitrogen atom in these complexes can be regarded as chiral centers in the solid state, since they have four different groups, distinguished by coordination to ruthenium and nonequivalent hydrogen bondings. © 2006 American Chemical Society., 08 May 2006, 25, 10, 2547, 2552, Scientific journal
  • Refereed, Chemical Record, JOHN WILEY & SONS INC, Chemistry of Ru(η6-1,3,5-cyclooctatriene) (η2-dimethyl fumarate)2, Take Aki Mitsudo; Yasuyuki Ura; Teruyuki Kondo, The chemistry of a novel zerovalent Ru complex, Ru(η6-cot) (η2-dmfm)2 (1) (cot = 1,3,5-cyclooctatriene; dmfm = dimethyl fumarate), is reviewed with a focus on its reactivity toward phosphines, amines, and H2O, as well as arenes and p-quinones. A variety of novel zerovalent Ru complexes were synthesized from Ru(η6-cot)(η2-dmfm)2 (1), and it was shown that the complexes preferably bear both elecrron-donating and -accepting ligands simultaneously to exhibit thermodynamic stability. The first isolable zerovalent Ru aqua complexes were successfully prepared, and in these complexes, the generation of a chiral center on the O atom of the coordinated H 2O was disclosed. In addition, the characteristic catalytic activity of 1 in organic synthesis was considered by reviewing recently developed novel reactions: (i) dimerization of 2,5-norbornadiene to pentacyclo[6.6.0.0 2,6.03,13.010,14]tetradeca-4,11-diene (PCTD), (ii) intramolecular hydroamination of aminoalkynes to cyclic imines, (iii) formal [4 + 2] cycloaddition of alkynes with dmfm to trans-4-cyclohexene-1,2- dicarboxylates, and (iv) co-dimerization of dihydrofurans with α,β-unsaturated esters to 2-alkylidenetetrahydrofurans. The products obtained here are expected to be used as novel functional organic monomers. © 2006 The Japan Chemical Journal Forum and Wiley Periodicals, Inc., 2006, 6, 3, 107, 116, Scientific journal
  • Refereed, Organometallics, AMER CHEMICAL SOC, Preparation and characterization of chiral zerovalent organoruthenium aqua complexes, Yasuyuki Ura; Fumiaki Tsunawaki; Kenji Wada; Masashi Shiotsuki; Teruyuki Kondo; Syuhei Yamaguchi; Hideki Masuda; Atsushi Ohnishi; Take Aki Mitsudo, Enantiopure organoruthenium aqua complexes, Ru(dppe)(dmfm) 2(H2O) (1) [dmfm = dimethyl fumarate] and Ru(QUINAP)(dmfm)2(H2O) (2) [QUINAP = 1-(2- diphenylphosphino-1-naphthyl)isoquinoline], were prepared and the absolute structures were determined by X-ray crystallography. In the crystals of these complexes, the water molecule is captured in the chiral coordination environment assisted by two different hydrogen bonds; that is, a chiral center is generated on the coordinated oxygen of water. The behavior of the coordinated water in 1 and 2 was monitored by variable-temperature 1HNMR measurement. At lower than -60 to -70 °C, the nonequivalency of the geminal protons in the coordinated water molecule was observed even in solution. On the basis of the VT NMR data and DFT study, the behavior of the coordinated water was discussed. Complex 1 reacts with ammonia to give Ru(dppe)(dmfm)2(NH3) (4), which is the first example of the isolated mononuclear Ru(0) ammonia complex. Complex 4 was reversibly converted into 1 by the reaction with water. © 2005 American Chemical Society., 07 Nov. 2005, 24, 23, 5724, 5731, Scientific journal
  • Refereed, Chemical Communications, ROYAL SOC CHEMISTRY, Synthesis of 2-alkylidenetetrahydrofurans by Ru-catalyzed regio- and stereoselective codimerization of dihydrofurans with α,β-unsaturated esters, Hiroshi Tsujita; Yasuyuki Ura; Kenji Wada; Teruyuki Kondo; Take Aki Mitsudo, 2-(1-Alkoxycarbonyl)alkylidenetetrahydrofurans were readily synthesized by the codimerization of 2,3- or 2,5-dihydrofurans with α,β-unsaturated esters using a zerovalent Ru catalyst, Ru(cod)(cot), with high regio- and stereoselectivity. © The Royal Society of Chemistry 2005., 28 Oct. 2005, 40, 5100, 5102, Scientific journal
  • Refereed, Journal of Molecular Catalysis A: Chemical, ELSEVIER SCIENCE BV, Ruthenium-catalyzed [2 + 2+ 2] cycloaddition of three different alkynes, Yasuyuki Ura; Yoshitaka Sato; Hiroshi Tsujita; Teruyuki Kondo; Misako Imachi; Take Aki Mitsudo, A chemoselective [2 + 2 + 2] cycloaddition of an internal alkyne, a terminal alkyne and dimethyl acetylenedicarboxylate was efficiently catalyzed by Cp*RuCl(cod) to give trisubstituted o-phthalates in good yield. It is critical to control the molar ratio of the three substrates to achieve high chemoselectivity, and regioselectivity of the products is sensitively influenced by the bulkiness of substituents on the internal alkyne. © 2005 Elsevier B.V. All rights reserved., 14 Sep. 2005, 239, 1-2, 166, 171, Scientific journal
  • Refereed, Journal of Organic Chemistry, AMER CHEMICAL SOC, Ruthenium-complex-catalyzed regio- and stereoselective linear codimerization of 2-norbornenes with acrylic compounds, Yasuyuki Ura; Hiroshi Tsujita; Kenji Wada; Teruyuki Kondo; Take Aki Mitsudo, A linear codimerization of 2-norbornenes with acrylic compounds such as acrylates and an acrylamide proceeded efficiently by ruthenium catalyst systems, RuCl3(tpy)/Zn (tpy = 2,2′:6′,2″-terpyridine) or [RuCl2(C6H6)]2/Zn in a primary or secondary alcoholic solvent, to afford the corresponding exo-trans-2- norbornylacrylates as major products regio- and stereoselectively along with a small amount of cis isomers. The reaction of 2,5-norbornadiene with methyl acrylate also gave the linear exo-trans codimer, which was effectively catalyzed by the addition of triarylphosphines to the RuCl3(tpy)/Zn catalyst system. © 2005 American Chemical Society., 19 Aug. 2005, 70, 17, 6623, 6628, Scientific journal
  • Refereed, Organometallics, AMER CHEMICAL SOC, Synthesis, structure, and reactivity of novel ruthenium(II) phenolate complexes, Teruyuki Kondo; Fumiaki Tsunawaki; Yasuyuki Ura; Kazuo Sadaoka; Tomomichi Iwasa; Kenji Wada; Take Aki Mitsudo, Reaction of Ru(η6-cot)(dmfm)2 (1) [cot = 1,3,5-cyclooctatriene, dmfin = dimethyl fumarate] with phenol was investigated. At 110°C, a novel ruthenium(II) phenolate complex, Ru(η5- C6H5O)(η5-C8H11) (2), was obtained by the reaction of 1 with phenol in an isolated yield of 52% (74% by NMR). When the reaction was carried out at 130°C, further dehydrogenative ring-closure in an η5-cyclooctadienyl ligand occurred to give Ru(η5-C6H5O)(η5-C 8H9) (3) in an isolated yield of 61% (76% by NMR). For both complexes, the η5-oxocyclohexadienyl bonding mode of a phenoxo ligand was clearly shown by X-ray crystallography and DFT calculation. Complex 2 was smoothly transformed into complex 3 in the presence of dmfm at 130°C for 3 h. Selective O-methylation of an η5- oxocyclohexadienyl ligand in complex 3 proceeded with methyl p-toluenesulfonate to give a novel cationic ruthenium(II) complex, [Ru(η6-C 6H5OMe)(η5-C8H 9)]+OTs- (4), in an isolated yield of 74%. © 2005 American Chemical Society., 28 Feb. 2005, 24, 5, 905, 910, Scientific journal
  • Refereed, Journal of Organometallic Chemistry, ELSEVIER SCIENCE SA, Ru(η6-1,3,5-cyclooctatriene)(η2-dimethyl fumarate)2: A novel, versatile zerovalent ruthenium complex with electron-deficient olefinic ligands, Take Aki Mitsudo; Yasuyuki Ura; Teruyuki Kondo, The reactions of a novel zerovalent ruthenium complex, Ru(η 6-1,3,5-cyclooctatriene)(η2-dimethyl fumarate) 2, which has high catalytic activity for a carbon-carbon bond forming reaction, with various ligands such as phosphines, amines, arenes and p-quinones were reviewed. The reactivity of a novel zerovalent ruthenium complex, Ru(η6-cot)(η2-dmfm)2 (cot = 1,3,5-cyclooctatriene, dmfm, =dimethyl fumarate), which is readily prepared from Ru(η4-cod)(η6-cot) (cod = 1,5-cyclooctadiene) and dmfm was examined. The reaction with monodentate phosphine or amine ligands gave Ru(η6-cot)(dmfm)(L) (L = ligand) via dissociation of dmfm. Among bidentate phosphines, dppm (dppm = bis(diphenylphosphino)methane) reacted to give Ru(η4-cot)(dmfm)(dppm) along with releasing a dmfm ligand. In the case of dppe (dppe = 1,2-bis(diphenylphosphino)ethane), two types of complexes were obtained depending on the reaction conditions, Ru(dmfm)(dppe)2 and an alkyl alkenyl complex; in the formation of the latter complex, sp2 C-H bond activation of dmfm occurred. Ru(η4-cot)(dmfm)(N'down curve sign'N) and Ru(dmfm)2 (N'down curve sign'N'down curve sign'N) were formed by reacting with bidentate and tridentate nitrogen ligands. The reactions with arenes gave π-coordinated complexes, Ru(η6-arene)(dmfm)2. p-Quinones and a p-biqunone reacted to give Ru(η6-cot)(p-quinone) and {Ru(η6-cot)}2(p-biquinone), respectively, along with the dissociation of two dmfm ligands. It was found that low-valent ruthenium complexes preferably bear both electron-donating and accepting ligands simultaneously to be thermodynamically stable. © 2004 Elsevier B.V. All rights reserved., 29 Nov. 2004, 689, 24 SPEC. ISS., 4530, 4539, Scientific journal
  • Refereed, Organometallics, AMER CHEMICAL SOC, Controlling the regiochemistry of zirconocene-catalyzed hydrosilation of styrenes. Selective preparation of Markovnikov and anti-Markovnikov addition products using the same combination of procatalysts, Yasuyuki Ura; Guohua Gao; Fengyu Bao; Masamichi Ogasawara; Tamotsu Takahashi, The catalytic system of Cp2ZrCl2 and n-BuLi (3 equiv with respect to Zr) promotes hydrosilation of styrene derivatives in the Markovnikov addition manner, which is the reverse regioselectivity compared to that for Zr-catalyzed olefin hydrosilation with the standard protocol (Zr/n-BuLi = 1/2)., 11 Oct. 2004, 23, 21, 4804, 4806, Scientific journal
  • Refereed, Journal of Organometallic Chemistry, Ruthenium-catalyzed formal [4 + 2] cycloaddition of alkynes with alkenes: Formation of cyclohexenedicarboxylates via isomerization of alkynes and successive Diels-Alder reaction, Masashi Shiotsuki; Yasuyuki Ura; Takashi Ito; Kenji Wada; Teruyuki Kondo; Take Aki Mitsudo, Formal [4 + 2] cycloaddition of alkynes with electron-deficient alkenes, which affords 3,6-dialkyl-4-cyclohexene-1,2-dicarboxylates, was achieved using Ru(η6-1,3,5-cyclooctatriene) (η2-dimethyl fumarate)2 as a catalyst. The reaction mechanism consists of two steps, isomerization of an alkyne to conjugated dienes and successive Diels-Alder reaction of the generated dienes with an electron-deficient alkene. © 2004 Elsevier B.V. All rights reserved., 29 Sep. 2004, 689, 20, 3168, 3172, Scientific journal
  • Refereed, Journal of Molecular Catalysis A: Chemical, ELSEVIER SCIENCE BV, Ruthenium-catalysed synthesis of o-phthalates by highly chemoselective intermolecular [2 + 2 + 2] cycloaddition of terminal alkynes and dimethyl acetylenedicarboxylate, Yasuyuki Ura; Yoshitaka Sato; Masashi Shiotsuki; Teruyuki Kondo; Take Aki Mitsudo, A highly chemoselective intermolecular [2+2+2] cycloaddition of 2eq. of terminal alkynes with dimethyl acetylenedicarboxylate, which enables the straightforward synthesis of dialkylated o-phthalates, was successfully accomplished using a ruthenium catalyst, Cp*RuCl(cod) (Cp*: pentamethylcyclopentadienyl, cod: 1,5-cyclooctadiene). The co- cyclotrimerisation of alkynes and acetylenedicarboxylates usually affords 1:2 adducts (1,2,3,4-benzenetetracarboxylates), however, in the present reaction 2: 1 adducts (o-phthalates) are the major products unprecedentedly. © 2003 Elsevier B.V. All rights reserved., 16 Feb. 2004, 209, 1-2, 35, 39, Scientific journal
  • Refereed, Organometallics, AMER CHEMICAL SOC, Synthesis of novel zerovalent ruthenium η6-arene complexes via direct displacement of a 1,3,5-cyclooctatriene ligand by arenes, Yasuyuki Ura; Masashi Shiotsuki; Kazuo Sadaoka; Toshiaki Suzuki; Teruyuki Kondo; Take Aki Mitsudo, Novel zerovalent arene complexes bearing two dimethyl fumarate ligands, Ru(η6-arene)-(dimethyl fumarate)2 (arene = benzene (2a), toluene (2b), p-xylene (2c), mesitylene (2d), hexamethylbenzene (2e), tert-butylbenzene (2f), anisole (2g), N,N-dimethylaniline (2h), biphenyl (2i), methyl benzoate (2j), naphthalene (2k)), were synthesized via the direct ligand exchange reaction of Ru(η6-cot)(dimethyl fumarate)2 (1; cot = 1,3,5-cyclooctatriene) with arenes. The detailed structures of 2g,h were determined by X-ray crystallography, which revealed that the coordination geometry can be represented by a highly distorted trigonal bipyramid., Apr. 2003, 22, 9, 1863, 1867, Scientific journal
  • Refereed, Organometallics, AMER CHEMICAL SOC, Synthesis and structure of novel zerovalent ruthenium complexes with three pyridine ligands or tridentate pyridyl ligands, Masashi Shiotsuki; Toshiaki Suzuki; Kazuo Iida; Yasuyuki Ura; Kenji Wada; Teruyuki Kondo; Take Aki Mitsudo, Ru(η6-cot)(dmfm)2 (1; cot = 1,3,5-cyclooctatriene, dmfm = dimethyl fumarate), which is easily derived from Ru(1-2:5-6-η-cod)(η6-cot) (cod = 1,5-cyclooctadiene), reacts with an excess amount of pyridine to give a novel ruthenium(0) complex, Ru(dmfm)2(pyridine)3 (4). Complex 1 reacts with tridentate pyridyl ligands (N-N′-N) such as 2,2′:6′,2″-terpyridine (terpy), 2,6-bis(imino)pyridyl ligands, and 2,6-bis[(4S)-(-)-isopropyl-2-oxazolin-2-yl]pyridine (i-Pr-Pybox) to give novel ruthenium(0) complexes, Ru(dmfm)2(N-N′-N). The products are mixtures of two isomers, respectively, one of which is different from the other by the coordinating enantioface of a dmfm ligand. The structures of 4 and one of the isomers of Ru(dmfm)2-(terpy) (5) and Ru(dmfm)2(i-Pr-Pybox) (8) were elucidated by X-ray analysis., 17 Mar. 2003, 22, 6, 1332, 1339, Scientific journal
  • Refereed, Organometallics, AMER CHEMICAL SOC, Synthesis and structures of novel zerovalent ruthenium p-quinone complexes and a bimetallic p-biquinone complex, Yasuyuki Ura; Yoshitaka Sato; Masashi Shiotsuki; Toshiaki Suzuki; Kenji Wada; Teruyuki Kondo; Take Aki Mitsudo, Ru(η6-cot)(η2-dmfm)2 (1; cot = 1,3,5-cyclooctatriene, dmfm = dimethyl fumarate) reacted with p-quinones to give novel p-quinone-coordinated ruthenium(0) complexes, Ru(η6-cot)(p-quinone) (2), in good to high yields via the replacement of two dimethyl fumarates by p-quinones. The reaction of 1 with p-biquinone gave a novel bimetallic zerovalent complex {Ru(η6-cot)}2(p-biquinone) (3), in which p-biquinone coordinates to two isolated "Ru(cot)" moieties with a unique mode and the two Ru(cot) groups are located at endo positions. Complexes 2 and 3 have either p-quinone or p-biquinone as π-acceptor ligands. The structures of complexes Ru(η6-cot)(2,6-dimethoxy-p-quinone) (2f) and 3 were determined by X-ray crystallography., 06 Jan. 2003, 22, 1, 77, 82, Scientific journal
  • Refereed, Chemistry Letters, CHEMICAL SOC JAPAN, Ruthenium complex-catalyzed oxidative cyclization of 4-penten-1-ols, Teruyuki Kondo; Fumiaki Tsunawaki; Ryosuke Sato; Yasuyuki Ura; Kenji Wada; Take Aki Mitsudo, Treatment of 2-phenyl-5-hexen-2-ol (1a) with Ru3(CO)12 catalyst and PPh3 ligand in the presence of allyl acetate and K2CO3 in toluene at 160°C for 20h under 5 atm of carbon monoxide gave the corresponding oxidative cyclization product, 2,5-dimethyl-2-phenyl-2,3-dihydrofuran (2a), in quantitative yield (>99%)., 05 Jan. 2003, 32, 1, 24, 25, Scientific journal
  • Refereed, Tetrahedron, PERGAMON-ELSEVIER SCIENCE LTD, A highly stereoselective synthesis of the C10-C31 (BCDEF ring) portion of pinnatoxin A, Seiichi Nakamura; Jun Inagaki; Tomohiro Sugimoto; Yasuyuki Ura; Shunichi Hashimoto, An efficient, highly stereoselective synthesis of the C10-C31 (BCDEF ring) portion of pinnatoxin A has been achieved utilizing tandem double hemiketal formation/intramolecular hetero-Michael addition to construct the 6,5,6-dispiroketal (BCD ring) system and subsequent intramolecular ketalization to form the 5,6-bicycloketal (EF ring) system as key steps. © 2002 Elsevier Science Ltd. All rights reserved., 23 Dec. 2002, 58, 52, 10375, 10386, Scientific journal
  • Refereed, Organometallics, AMER CHEMICAL SOC, Synthesis, structure, and reactivity of a stable zerovalent ruthenium aqua complex, Masashi Shiotsuki; Hiroshi Miyai; Yasuyuki Ura; Toshiaki Suzuki; Teruyuki Kondo; Take Aki Mitsudo, Synthesis, structure and reactivity of a stable zerovalent ruthenium aqua complex were investigated. The NMR spectra of the complex at room temperature showed very broad peaks, suggesting that complex is fluxional in solution. Results showed that coordination of a water molecule to the ruthenium centre was stabilized by two hydrogen bonds with the carbonyl oxygen atoms of dimethyl fumarate ligands., 11 Nov. 2002, 21, 23, 4960, 4964, Scientific journal
  • Refereed, Journal of the American Chemical Society, AMER CHEMICAL SOC, Rapid ruthenium-catalyzed synthesis of pyranopyrandiones by reconstructive carbonylation of cyclopropenones involving C-C bond cleavage, Teruyuki Kondo; Yushi Kaneko; Yoshinori Taguchi; Ayako Nakamura; Takumi Okada; Masashi Shiotsuki; Yasuyuki Ura; Kenji Wada; Take Aki Mitsudo, Pyranopyrandiones were prepared by a novel ruthenium-catalyzed carbonylative dimerization of cyclopropenones via C-C bond cleavage. For example, treatment of dipropylcyclopropenone with a catalytic amount of Ru3(CO)12 and NEt3 in THF under 15 atm of carbon monoxide at 140 °C for 20 h gave a novel functional monomer, 3, 4, 7, 8-tetrapropylpyrano[6, 5-e]pyran-2, 6-dione, in an isolated yield of 81%. Unsymmetrically substituted pyranopyrandiones were also obtained by ruthenium-catalyzed carbonylative coupling of cyclopropenones with alkynes under similar reaction conditions. Copyright © 2002 American Chemical Society., 19 Jun. 2002, 124, 24, 6824, 6825, Scientific journal
  • Refereed, Heterocycles, PERGAMON-ELSEVIER SCIENCE LTD, Preparation of benzoheterocycles containing group 14 elements using zirconacyclopentadienes, Yanzhong Li; Yasuyuki Ura; Fu Yu Tsai; Feng Xu; Tamotsu Takahashi, Benzoheterocycles containing group 14 elements such as benzosilacycles, benzogermacycles and benzostannacycles were prepared from the corresponding zirconacycles and alkynes in the presence of CuCl or NiBr2(PPh3)2. Monomers for the synthesis of benzoheterocyclic polymers containing silicon and germanium were synthesized by this method., 01 Feb. 2001, 54, 2, 943, 955, Scientific journal
  • Refereed, Chemistry Letters, CHEMICAL SOC JAPAN, Formation of ethylene-bridged bimetallic zirconocene complexes by coupling of Cp2ZrEt2 and Cp2ZrX2 (X = Cl or Br), Yasuyuki Ura; Masayoshi Jin; Kiyohiko Nakajima; Tamotsu Takahashi, Cp2ZrEt2 reacted with one equiv of Cp2ZrX2 (X = Cl or Br) in THF to afford ethylene-bridged bimetallic zirconocene complexes, (Cp2ZrX)2(CH2CH2) (X = Cl (2a), or Br (2b)), in high yields. The structure of 2b was determined by X-ray analysis. Reactions of 2a-b with various anions Y- gave a series of ethylene-bridged bimetallic zirconocene complexes, (Cp2ZrY)2-(CH2CH2) (Y = Ph, Me, Bu, CH2SiMe3) in good to high yields., 2001, 4, 356, 357, Scientific journal
  • Refereed, Journal of Organometallic Chemistry, ELSEVIER SCIENCE SA, Preparation of ethylene-bridged Group 14 metal-zirconocene complexes, Yasuyuki Ura; Ryuichiro Hara; Tamotsu Takahashi, The reactions of the zirconocene-ethylene complex Cp2Zr(CH2=CH2)(PMe3) with Group 14 metal chlorides or alkoxides give ethylene-bridged group 14 metal-zirconocene complexes. A reaction mechanism via a five-membered intermediate which involves direct coupling of ethylene and single bonding is proposed. © 2000 Elsevier Science S.A. All rights reserved., 06 Oct. 2000, 611, 1-2, 299, 303, Scientific journal
  • Refereed, Chemical Communications, ROYAL SOC CHEMISTRY, Completion of a catalytic cycle of zirconium-catalyzed alkylation of silanes by addition of organic halides, Yasuyuki Ura; Ryuichiro Hara; Tamotsu Takahashi, A catalytic cycle in zirconium-catalyzed alkylation of silanes with secondary Grignard reagents was completed by addition of organic halides which were not incorporated in the products., 21 May 2000, 10, 875, 876, Scientific journal
  • Refereed, Inorganica Chimica Acta, ELSEVIER SCIENCE SA, Allene formation by coupling of propargylic ethers with olefins via β-alkoxide elimination of zirconacycle intermediates, Ryuichiro Hara; Yasuyuki Ura; Shouquan Huo; Kayoko Kasai; Noriyuki Suzuki; Tamotsu Takahashi, A zirconocene-ethylene complex reacted with propargylic ethers to give allene derivatives in good yields via β-alkoxide elimination. Deuterolysis of the reaction mixture revealed that the final product after elimination still had a zirconium-carbon bond. Coupling of styrene and propargylic ethers was mediated by Cp2ZrBu2 (Negishi reagent) to give phenethyl allene derivatives. β-Alkoxide elimination from zirconacyclopentadienes bearing two α-CH2OMe groups was also observed. One CH2OMe group was easily eliminated. Elimination of the second CH2OMe group was dependent on its structure. (C) 2000 Elsevier Science S.A., Apr. 2000, 300-302, 741, 748, Scientific journal
  • Not Refereed, Journal of the American Chemical Society, AMER CHEMICAL SOC, Metallo-esterification of alkynes: Reaction of alkynes with Cp2ZrEt2 and chloroformate [7], Tamotsu Takahashi; Chanjuan Xi; Yasuyuki Ura; Kiyohiko Nakajima, Apr. 2000, 122, 13, 3228, 3229
  • Refereed, Heterocycles, PERGAMON-ELSEVIER SCIENCE LTD, Preparation of Sn-, Ge-, and Si-heterocycles from zirconacycles, Yasuyuki Ura; Yanzhong Li; Fu Yu Tsai; Kiyohiko Nakajima; Martin Kotora; Tamotsu Takahashi, Stannacycles such as stannacyclopentanes, stannacyclopentenes and stanacyclopentadienes were prepared from the corresponding zirconacycles. The effect of addition of CuCl on the reaction of zirconacycles with tin halides is remarkable. In the case of germanium and silicon halides, the remarkable effect of CuCl addition was not observed. Symmetrical or unsymmetrical germa- and silacycles were prepared by the reaction of silicon or germanium halides with dilithio compounds prepared from the corresponding zirconacycles. Several heterocyclic compounds containing two metalloatoms were also prepared., 01 Mar. 2000, 52, 3, 1171, 1189, Scientific journal
  • Refereed, Tetrahedron Letters, PERGAMON-ELSEVIER SCIENCE LTD, Cu(I) catalyzed or promoted metallacycle transfer of zirconacycles to stannacycles, Yasuyuki Ura; Yanzhong Li; Zhenfeng Xi; Tamotsu Takahashi, Zirconacyclopentadienes, zirconacyclopentenes and zirconacyclopentanes were readily transferred to the corresponding stannacycles in the presence of a catalytic or a stoichiometric amount of CuCl. Without CuCl, the above transfer did not proceed at all or proceeded very slowly. A convenient one- pot procedure for the preparation of spiro stannacyclopentadiene compounds was also developed with CuCl., Apr. 1998, 39, 18, 2787, 2790, Scientific journal
  • Refereed, Chemistry Letters, CHEMICAL SOC JAPAN, Reaction of a zirconocene-ethylene complex with group 14 metal chlorides or alkoxides, Yasuyuki Ura; Ryuichiro Hara; Tamotsu Takahashi, A zirconocene-ethylene complex C p2Zr(CH2 = CH2)-(PMe3) reacted with R3EX (E= Si, Ge, Sn; R = Ph or Bu; X = Cl, OE1, or OER3) to give R3EEt in high yields after hydrolysis. The reaction mixture of the ethylene complex with Bu3SnCl further reacted with phenylacetylene to give homoallyltin compounds. When the reaction mixture was treated with Ph3SnCl or Ph3GeCl instead of phenylacetylene, Ph3SnEt or Ph3GcEt was obtained in high yields after hydrolysis via the replacement of the β-SnBu3 moiety., 1998, 3, 195, 196, Scientific journal
  • Refereed, Tetrahedron Letters, PERGAMON-ELSEVIER SCIENCE LTD, Allene formation by the reaction of olefins with propargyl silyl ethers mediated by a zirconocene complex, Tamotsu Takahashi; Ryuichiro Hara; Shouquan Huo; Yasuyuki Ura; Mathew P. Leese; Noriyuki Suzuki, Ethylene and styrene derivatives reacted with various propargylic ethers in the presence of zirconocene(II) to afford allenic products in high yields. The reaction proceeded via formation of zirconacyclopentenes by selective coupling of an olefin and a propargylic ether, which was followed by β-elimination of the siloxy group. Deuterolysis confirmed that the final product had a zirconium-carbon bond., 15 Dec. 1997, 38, 50, 8723, 8726, Scientific journal

MISC

  • Not Refereed, Chemistry & Chemical Industry, CCI salon, Chemist's hobby, 'Marathon', 浦 康之, 01 May 2019, 72, 5, 427, 427, Others
  • Not Refereed, 教育システム研究, サイエンス・オープンラボを通した化学(電池の歴史、化学発光)学習ー大学生による演示実験を動機付けにした高等学校授業開発研究ー, TAKASHIMA Hiroshi; TAKEUCHI Takae; MIKATA Yuji; URA Yasuyuki; NAKAJIMA Takayuki; MATSUURA Noriyuki, Mar. 2019, 14, 103, 111
  • Not Refereed, Chemistry & Chemical Industry, 'Koryu-kai' at Department of Chemistry, Faculty of Science, Nara Women's University; Waku-Waku Kagaku Hiroba, 浦 康之, 01 Feb. 2016, 69, 2, 147, 147, Others
  • Not Refereed, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, AMER CHEMICAL SOC, Self-assembling sequence-adaptive peptide nucleic acids, Luke J. Leman; John M. Beierle; Yasuyuki Ura; M. Reza Ghadiri, Mar. 2011, 241, Summary international conference
  • Not Refereed, ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, AMER CHEMICAL SOC, ORGN 303-Dynamic assembly of informational oligomers via reversible covalent capture of nucleobases onto peptide backbones, Yasuyuki Ura; John M. Beierle; Luke J. Leman; Leslie E. Orgel; M. Reza Ghadiri, Apr. 2008, 235, Summary international conference
  • Not Refereed, Farumashia, Practical Organometallic Reagents: Zirconium, URA Yasuyuki, 2000, 36, 624-625
  • Refereed, Organometallic News, 酸化還元活性な配位子とM-M二核構造の合わせ技, 浦 康之, 2016, 74, 74, Introduction other

Books etc

  • 錯体化合物事典, 朝倉書店, 錯体化学会, Sep. 2019, 54, 944p, 9784254141054, cinii_books

Presentations

  • 宮 架蓮; 重弘悠真; 岡 沙也加; 片岡靖隆; 浦 康之, 日本化学会第100春季年会, 第二級ホスフィンオキシド部位を含む三座配位子を用いた後周期遷移金属錯体の合成, Oral presentation, 23 Mar. 2020
  • 竹内一乃; 佐本祥子; 浦 康之; 片岡靖隆, 日本化学会第100春季年会, イリジウム触媒による1,3-二置換アレンのヒドロシリル化反応, Oral presentation, 23 Mar. 2020
  • 酒井里穂子; 背川真有香; 浦 康之; 片岡靖隆, 第52回酸化反応討論会, シクロペンタジエニル誘導体を支持配位子とするイリジウム錯体触媒を用いたアルカンの酸化反応, Poster presentation, 09 Nov. 2019
  • 森田優花; 田中美帆; 濱田磨美; 中前佳那子; 浦 康之; 中島隆行; 棚瀬知明, 錯体化学会第69回討論会, PNP架橋を有する新奇直鎖状四座ホスフィンに支持されたPd/Pt混合金属4核鎖の合成と反応性, Oral presentation, 22 Sep. 2019
  • 宮 架蓮; 岡 沙也加; 重弘悠真; 片岡靖隆; 浦 康之, 錯体化学会第69回討論会, 第二級ホスフィンオキシド部位を含む新規三座配位子の合成および錯体合成, Poster presentation, 21 Sep. 2019
  • 出村奈々海; 浦 康之; 片岡靖隆, 錯体化学会第69回討論会, Ind-P配位子を有するイリジウム錯体によるジベンゾイルエチレンの炭素ー炭素結合開裂反応, Poster presentation, 21 Sep. 2019
  • 小森 咲; 山口淑子; 片岡靖隆; 浦 康之, 第66回有機金属化学討論会, パラジウム/銅触媒による脂肪族末端アルケンのアルデヒド選択的なワッカー型酸化反応, Poster presentation, 16 Sep. 2019
  • 今井香歩; 中前佳那子; 浦 康之; 中島隆行; 棚瀬知明, 第66回有機金属化学討論会, 非対称銅二核錯体触媒を用いたギ酸の分解反応機構, Poster presentation, 16 Sep. 2019
  • 竹内一乃; 佐本祥子; 浦 康之; 片岡靖隆, 第66回有機金属化学討論会, イリジウム錯体を触媒とした多置換アレンのヒドロシリル化反応, Poster presentation, 15 Sep. 2019
  • 浦 康之, 第1回 Central Science Symposium, 遷移金属錯体触媒による酸素を用いた炭化水素類の末端選択的な酸化反応の開発を目指して, Oral presentation, 09 Sep. 2019
  • URA, Yasuyuki; NAKAOKA, Sonoe; KOMORI, Saki; MURAKAMI, Yuka; MATSUMURA, Satoko; YAMAGUCHI, Yoshiko; SATO, Ruriko; YOKOTANI, Wakana; KATAOKA, Yasutaka, International Congress on Pure & Applied Chemistry (ICPAC) Yangon 2019, Pd/Cu-Catalyzed Anti-Markovnikov Oxidation of Terminal Alkenes to Aldehydes and Terminal Acetals, Invited oral presentation, 07 Aug. 2019
  • KOMORI, Saki; YAMAGUCHI, Yoshiko; KATAOKA, Yasutaka; URA, Yasuyuki, The 4th International Symposium on Process Chemistry (ISPC2019), Pd/Cu-catalyzed Anti-Markovnikov Oxidation of Aliphatic Alkenes to Terminal Acetals, Poster presentation, 25 Jul. 2019, 24 Jul. 2019, 26 Jul. 2019
  • TAKEUCHI, Ichino; SAMOTO, Shoko; URA, Yasuyuki; KATAOKA, Yasutaka, The 4th International Symposium on Process Chemistry (ISPC2019), Atomeconomical Approach to Allylsilanes through Iridium-Catalyzed Hydrosilylation of Allenes, Poster presentation, 26 Jul. 2019
  • URA, Yasuyuki; NAKAOKA, Sonoe; MURAKAMI, Yuka; MATSUMURA, Satoko; SATO, Ruriko; YOKOTANI, Wakana; KATAOKA, Yasutaka, The 4th International Symposium on Process Chemistry (ISPC2019), Pd/Cu-catalyzed Aerobic Anti-Markovnikov Oxidation of Vinylarenes to Aldehydes and Terminal Acetals, Poster presentation, 25 Jul. 2019
  • ◯TAKEUCHI, Ichino; SAMOTO, Shoko; URA, Yasuyuki; KATAOKA, Yasutaka, The 99th CSJ Annual Meeting, Reaction of Multi-substituted Allenes with Hydrosilane in the Presenceof Catalytic Amount of Ir(I) Complex, Mar. 2019, The Chemical Society of Japan, Kobe, False
  • ◯OKA, Sayaka; MIYA, Karen; KATAOKA, Yasutaka; URA, Yasuyuki, The 99th CSJ Annual Meeting, Synthesis of Novel Tridentate PNP Ligands Having Secondary Phosphine OxideMoieties and Their Application to Oxygenation of a Benzylpalladium Complex, Mar. 2019, The Chemical Society of Japan, Kobe, False
  • ◯SHINOHARA, Tsugumi; HAYASHI, Miki; KATAOKA, Yasutaka; URA, Yasuyuki, The 99th CSJ Annual Meeting, Bronsted Acid-promoted Oxygenation of a Methyl Ligand in SN-Pd complexes, Mar. 2019, The Chemical Society of Japan, Kobe, False
  • URA Yasuyuki, The 99th CSJ Annual Meeting, ジフェロセニルホスフィノ基を有する非対称不斉二座ホスフィン配位子の開発と応用, Mar. 2019, The Chemical Society of Japan, Kobe, False
  • URA Yasuyuki; ◯Komori, Saki; Yamaguchi, Yoshiko; Kataoka, Yasutaka; Ura, Yasuyuki, The 99th CSJ Annual Meeting, パラジウム触媒による脂肪族末端アルケンのアルデヒド選択的なワッカー型酸化反応, Mar. 2019, The Chemical Society of Japan, Kobe, False
  • URA Yasuyuki; ◯Itakura, Ayaka; Ura, Yasuyuki; Kataoka, Yasutaka, The 99th CSJ Annual Meeting, 可視光によって促進されるπ配位したアルケニルシランの立体特異的な酸化的付加反応, Mar. 2019, The Chemical Society of Japan, Kobe, False
  • ◯TANAKA, Miho; NAKAMAE, Kanako; URA, Yasuyuki; NAKAJIMA, Takayuki; TANASE, Tomoaki, The 99th CSJ Annual Meeting, Linear Mixed-Metal Pd(4-n)Ptn (n=0-2) Tetranuclear Complexes Supportedby Imino-bridged Tetraphosphines, rac-dpmppan, Mar. 2019, The Chemical Society of Japan, Kobe, False
  • ◯IWASAKI, Masayuki; XU, Jie; TANI, Yukari; FU, Liyan; IKEMOTO, Yuichi; URA, Yasuyuki; NISHIHARA,Yasushi, The 99th CSJ Annual Meeting, Copper-Catalyzed Regioselective Chloroamination of Alkenes, Mar. 2019, The Chemical Society of Japan, Kobe, False
  • URA Yasuyuki; Takeuchi, Ichino; Samoto, Shoko; Ura, Yasuyuki; Kataoka, Yasutaka, 65th Symposium on Organometallic Chemistry, Iridium-Catalyzed Hydrosilylation of Terminal Allenes: Regio- and StereoselectiveSynthesis of Allylsilanes, Sep. 2018, The Kinki Chemical Society, Kyoto, False
  • URA Yasuyuki; ◯Miya, Karen; Sato, Ruriko; Kataoka, Yasutaka; Ura, Yasuyuki, 65th Symposium on Organometallic Chemistry, Palladium-mediated Anti-Markovnikov Addition of Nitrogen Nucleophiles toAlkenylphosphines, Sep. 2018, The Kinki Chemical Society, Kyoto, False
  • URA Yasuyuki; ◯Komori, Saki; Yamaguchi, Yoshiko; Kataoka, Yasutaka; Ura, Yasuyuki, 65th Symposium on Organometallic Chemistry, Palladium-catalyzed Anti-Markovnikov Oxidation of Aliphatic Alkenes toTerminal Acetals Using O2, Sep. 2018, The Kinki Chemical Society, Kyoto, False
  • ◯OKA, Sayaka; KATAOKA, Yasutaka; URA, Yasuyuki, 43rd International Conference on Coordination Chemistry (ICCC2018), Selective Oxygenation of a Benzyl Ligand on Palladium Accelerated by SecondaryPhosphine Oxides, Aug. 2018, Sendai, True
  • URA Yasuyuki; ◯Oka, Sayaka; Kataoka, Yasutaka; Ura, Yasuyuki, The 68th Conference of Japan Society of Coordination Chemistry, Selective Oxygenation of a Benzyl Ligand in Palladium Complexes Using SecondaryPhosphine Oxides, Jul. 2018, Japan Society of Coordination Chemistry, Sendai, False
  • ◯URA, Yasuyuki; SHIMOKAWA, Reina; HAYASHI, Miki; KAWADA, Yumi; KATAOKA, Yasutaka, 43rd International Conference on Coordination Chemistry (ICCC2018), Anions or Acids-promoted Oxygenation of Hydrocarbyl Ligands in SNS PalladiumComplexes, Jul. 2018, Sendai, True
  • URA Yasuyuki; ◯Itakura, Ayaka; Goto, Akane; Tsubakimoto, Aya; Ura, Yasuyuki; Kataoka, Yasutaka, The 98th CSJ Annual Meeting, Photo Cleavage Reaction of C(sp2)-Si Bonds Mediated by Iridium Complexes bearing the Ind-P Ligand, Mar. 2018, The Chemical Society of Japan, Chiba, False
  • URA Yasuyuki; ◯Samoto, Shoko; Ura, Yasuyuki; Kataoka, Yasutaka, The 98th CSJ Annual Meeting, Hydrosilylation of Terminal Allenes Catalyzed by Iridium(I) Complex, Mar. 2018, The Chemical Society of Japan, Chiba, False
  • URA Yasuyuki; ◯Oka, Sayaka; Kataoka, Yasutaka; Ura, Yasuyuki, The 98th CSJ Annual Meeting, Oxygenation of a Benzyl Ligand on Palladium Promoted by Secondary Phosphine Oxides, Mar. 2018, The Chemical Society of Japan, Chiba, False
  • URA Yasuyuki; ◯Sato, Ruriko; Kataoka, Yasutaka; Ura, Yasuyuki, The 98th CSJ Annual Meeting, Palladium-mediated stoichiometric anti-Markovnikov addition of an N-H bond of 2-pyridones to an alkenylphosphine, Mar. 2018, The Chemical Society of Japan, Chiba, False
  • URA Yasuyuki; Ura, Yasuyuki, 2017 International Symposium on Chemistry Frontiers, Anions or Acids-promoted Oxygenation of a Benzyl Ligand in Palladium Complexes, Dec. 2017, Shanghai, China, True
  • URA Yasuyuki; ◯Oka, Sayaka; Fujita, Ken-ichi; Kataoka, Yasutaka; Ura, Yasuyuki, 64th Symposium on Organometallic Chemistry, Oxygenation of a Hydrocarbyl Ligand on Palladium Using Ligands which can Place a Proton?donating Moiety Adjacent to the Metal Atom, Sep. 2017, The Kinki Chemical Society, Sendai, False
  • URA Yasuyuki; ◯Samoto, Shoko; Ura, Yasuyuki; Kataoka, Yasutaka, 64th Symposium on Organometallic Chemistry, Stereoselective Synthesis of (E)-Allylsilanes by the Iridium Complex-catalyzed Hydrosilylation of Terminal Allenes, Sep. 2017, The Kinki Chemical Society, Sendai, False
  • URA Yasuyuki; Tanaka, Miho; Nakamae, Kanako; Ura, Yasuyuki; Kure, Bunsho; Nakajima, Takayuki; Tanase, Tomoaki, The 67th Conference of Japan Society of Coordination Chemistry, Hydrosilylation of Carbon Dioxide Catalyzed by Octacopper Hydride Complexes, Affording Disiloxanes, Sep. 2017, Japan Society of Coordination Chemistry, Sapporo, False
  • URA Yasuyuki; ◯Sato, Ruriko; Miya, Karen; Kataoka, Yasutaka; Ura, Yasuyuki, The 67th Conference of Japan Society of Coordination Chemistry, Reactivity of Palladium Complexes Coordinated by an Alkene Having a Directing Group toward Nitrogen and Oxygen Nucleophiles, Sep. 2017, Japan Society of Coordination Chemistry, Sapporo, False
  • URA Yasuyuki; Hayashi, Miki; Kataoka, Yasutaka; Ura, Yasuyuki, The 67th Conference of Japan Society of Coordination Chemistry, Study on the Reaction Mechanism for Oxygenation of a Benzyl Ligand in SNS-Pd Complexes, Sep. 2017, Japan Society of Coordination Chemistry, Sapporo, False
  • URA Yasuyuki; ◯Segawa, Mayuka; Kuronuma, Keiko; Ura, Yasuyuki; Kataoka, Yasutaka, The 67th Conference of Japan Society of Coordination Chemistry, アルキルホスフィン部位を側鎖に有するシクロペンタジエニル誘導体を支持配位子とするイリジウム錯体の合成およびその触媒能の検討, Sep. 2017, Japan Society of Coordination Chemistry, Sapporo, False
  • URA Yasuyuki; Ura, Yasuyuki, 50th Organometallic Summer School, Toward the Development of Palladium-catalyzed Terminal-selective Oxidation of Alkanes and Alkenes Using Molecular Oxygen, Aug. 2017, Sapporo, False
  • URA Yasuyuki; Ura, Yasuyuki, Lecture Presentation at Faculty of Science, Okayama University, Toward the Development of Palladium-catalyzed Terminal-selective Oxidation of Alkanes and Alkenes Using Molecular Oxygen, Aug. 2017, Okayama, False
  • URA Yasuyuki; Ura, Yasuyuki, International Symposium on Pure & Applied Chemistry (ISPAC) 2017, Palladium-catalyzed Terminal-selective Oxyfunctionalization of Vinylarenes Assisted by Electron-deficient Cyclic Alkenes, Jun. 2017, Ho Chi Minh City, Vietnam, True
  • URA Yasuyuki; Ura, Yasuyuki, RIKEN Molecular Imaging Seminar, Toward the Development of Palladium-catalyzed Terminal-selective Oxidation of Hydrocarbons Using Molecular Oxygen, Jun. 2017, Kobe, False
  • URA Yasuyuki; SATO, Ruriko; MIYA, Karen; KATAOKA, Yasutaka; ◯URA, Yasuyuki, 2nd International Symposium on Precisely Designed Catalysts with Customized Scaffolding, Reactivity of Alkenylphosphine Palladium Complexes toward Nitrogen and Oxygen Nucleophiles, May 2017, Osaka, True
  • URA Yasuyuki; ◯Sato, Ruriko; Kataoka, Yasutaka; Ura, Yasuyuki, The 97th CSJ Annual Meeting, アルケニルホスフィンパラジウム錯体の合成と酸素求核剤に対する反応性, Mar. 2017, The Chemical Society of Japan, Kanagawa, False
  • URA Yasuyuki; Hayashi, Miki; Kataoka, Yasutaka; Ura, Yasuyuki, The 97th CSJ Annual Meeting, SNS-Pd錯体上のベンジル配位子の酸素化における中間体の観測, Mar. 2017, The Chemical Society of Japan, Kanagawa, False
  • URA Yasuyuki; ◯Samoto, Shoko; Ura, Yasuyuki; Kataoka, Yasutaka, The 97th CSJ Annual Meeting, イリジウム錯体を触媒とするアレンのヒドロシリル化反応, Mar. 2017, The Chemical Society of Japan, Kanagawa, False
  • URA Yasuyuki; ◯Segawa, Mayuka; Ura, Yasuyuki; Kataoka, Yasutaka, The 97th CSJ Annual Meeting, キラルなアルキルホスフィノ基を側鎖に持つシクロペンタジエニル配位子を有するIr(III)メチルヨウ素錯体の合成, Mar. 2017, The Chemical Society of Japan, Kanagawa, False
  • URA Yasuyuki; Ura, Yasuyuki, 新学術領域研究「精密制御反応場」第2回公開シンポジウム, パラジウム錯体を用いた炭化水素類の末端選択的な酸素官能基化, Jan. 2017, Aichi, False
  • URA Yasuyuki; Ura, Yasuyuki, 1st Symposium for Young Chemists on Precisely Designed Catalysts, Oxygenation of a Benzyl Ligand in SNS-Palladium Complexes, Nov. 2016, Osaka, False
  • URA Yasuyuki; Matsumura, Satoko; ◯Sato, Ruriko; Nakaoka, Sonoe; Yokotani, Wakana; Murakami, Yuka; Kataoka, Yasutaka; Ura, Yasuyuki, 6th CSJ Chemistry Festa, パラジウム触媒による酸素雰囲気下でのビニルアレーンからの末端アセタール合成反応, Nov. 2016, The Chemical Society of Japan, Tokyo, False
  • URA Yasuyuki; Shimokawa, Reina; Hayashi, Miki; Kawada, Yumi; Kataoka, Yasutaka; Ura, Yasuyuki, 6th CSJ Chemistry Festa, SNS-パラジウム錯体上のベンジル配位子の酸素化反応:アニオンまたは酸による加速, Nov. 2016, The Chemical Society of Japan, Tokyo, False
  • URA Yasuyuki; ◯Iwasaki, Reina; Takahara, Aoi; Ura, Yasuyuki; Kataoka, Yasutaka, The 66th Conference of Japan Society of Coordination Chemistry, 1,6-ジイン由来のイリダシクロペンタジエン錯体に対する分子状酸素を用いた光酸化反応, Sep. 2016, Japan Society of Coordination Chemistry, Fukuoka, False
  • URA Yasuyuki; Shimokawa, Reina; Hayashi, Miki; Kawada, Yumi; Kataoka, Yasutaka; Ura, Yasuyuki, The 66th Conference of Japan Society of Coordination Chemistry, SNS三座配位子を有するベンジルパラジウム(II)錯体と分子状酸素との反応における種々のアニオン源および酸の添加効果, Sep. 2016, Japan Society of Coordination Chemistry, Fukuoka, False
  • URA Yasuyuki; ◯Iwasaki, Reina; Takahara, Aoi; Ura, Yasuyuki; Kataoka, Yasutaka, 63rd Symposium on Organometallic Chemistry, Photooxidation of Iridacyclopentadiene Complex Bearing the Ind-P Ligand by Molecular Oxygen, Sep. 2016, The Kinki Chemical Society, Tokyo, False
  • URA Yasuyuki; Matsumura, Satoko; ◯Sato, Ruriko; Nakaoka, Sonoe; Yokotani, Wakana; Murakami, Yuka; Kataoka, Yasutaka; Ura, Yasuyuki, 63rd Symposium on Organometallic Chemistry, Palladium-catalyzed Synthesis of Terminal Acetals from Vinylarenes Using Molecular Oxygen as a Terminal Oxidant, Sep. 2016, The Kinki Chemical Society, Tokyo, False
  • URA Yasuyuki; Nakaoka, Sonoe; Murakami, Yuka; Kataoka, Yasutaka; ◯Ura, Yasuyuki, 20th International Symposium on Homogeneous Catalysis (ISHC20), Maleimides-Assisted Anti-Markovnikov Wacker-Type Oxidation of Vinylarenes Using Molecular Oxygen as a Terminal Oxidant, Jul. 2016, Kyoto, True
  • URA Yasuyuki; ◯Murakami, Yuka; Nakaoka, Sonoe; Ura, Yasuyuki; Kataoka, Yasutaka, The 96th CSJ Annual Meeting, Palladium/Copper-catalyzed Oxidation of Vinylarenes to Benzaldehyde Derivatives Using Molecular Oxygen, Mar. 2016, The Chemical Society of Japan, Kyoto, False
  • URA Yasuyuki; ◯Ueda, Mutsumi; Sakano, Nozomi; Ura, Yasuyuki; Kataoka, Yasutaka, The 96th CSJ Annual Meeting, プロキラルな2級シランの酸化的付加反応により発生するケイ素上の不斉点の立体選択性, Mar. 2016, The Chemical Society of Japan, Kyoto, False
  • URA Yasuyuki; ◯Iwasaki, Reina; Takahara, Aoi; Ura, Yasuyuki; Kataoka, Yasutaka, The 96th CSJ Annual Meeting, Preparation of Iridacyclopentadiene Complexes Bearing the Ind-P Ligand towards Photoreaction with Molecular Oxygen, Mar. 2016, The Chemical Society of Japan, Kyoto, False
  • URA Yasuyuki; ◯Sugioka, Saya; Yamashina, Yukari; Ura, Yasuyuki; Kataoka, Yasutaka, 62nd Symposium on Organometallic Chemistry, Synthesis and Structure of Tiara-like Decanuclear Platinum Complexes, Sep. 2015, The Kinki Chemical Society, Osaka, False
  • URA Yasuyuki; ◯Murakami, Yuka; Nakaoka, Sonoe; Ura, Yasuyuki; Kataoka, Yasutaka, 62nd Symposium on Organometallic Chemistry, Palladium-catalyzed Anti-Markovnikov Oxidation of Vinylarenes Using Molecular Oxygen as a Terminal Oxidant, Sep. 2015, The Kinki Chemical Society, Osaka, False
  • URA Yasuyuki; ◯Sugioka, Saya; Yamashina, Yukari; Ura, Yasuyuki; Kataoka, Yasutaka, The 65th Conference of Japan Society of Coordination Chemistry, Synthesis and Structure of Tiara-like Decanuclear Platinum Complexes Having Esters as Side Chains, Sep. 2015, Japan Society of Coordination Chemistry, Nara, False
  • URA Yasuyuki; ◯Goto, Akane; Ura, Yasuyuki; Kataoka, Yasutaka, The 65th Conference of Japan Society of Coordination Chemistry, Ind-P配位子を有するイリジウム錯体を用いた2級シランの異種官能基導入反応, Sep. 2015, Japan Society of Coordination Chemistry, Nara, False
  • URA Yasuyuki; ◯Ueda, Mutsumi; Sakano, Nozomi; Ura, Yasuyuki; Kataoka, Yasutaka, The 65th Conference of Japan Society of Coordination Chemistry, 2級シランの酸化的付加反応によりケイ素上に発生する不斉点の制御, Sep. 2015, Japan Society of Coordination Chemistry, Nara, False
  • URA Yasuyuki; ◯Shimokawa, Reina; Kawada, Yumi; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第95春季年会, Reactivity of Benzylpalladium Complexes Having SNS Ligands toward Oxygen, Mar. 2015, The Chemical Society of Japan, Chiba, False
  • URA Yasuyuki; ◯Shino, Tomomi; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第95春季年会, リン上に不斉点を有するInd-P*配位子を利用したイリジウムIII価πアリル錯体の合成, Mar. 2015, The Chemical Society of Japan, Chiba, False
  • URA Yasuyuki; ◯Sugioka, Saya; Yamashina, Yukari; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第95春季年会, Structure and Behavior of Tiara-like Palladium and Platinum Octanuclear Complexes Having Carboxylic Acids as Side Chains, Mar. 2015, The Chemical Society of Japan, Chiba, False
  • URA Yasuyuki; ◯Goto, Akane; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第95春季年会, Ind-P配位子を有するイリジウムIII価アルケニルシリルエノールエーテル錯体の合成, Mar. 2015, The Chemical Society of Japan, Chiba, False
  • URA Yasuyuki; ◯Ura, Yasuyuki; Yamashina, Yukari; Kataoka, Yasutaka, Vietnam Malaysia International Chemical Congress (VMICC2014), Tiara-like Palladium and Platinum Thiolates and Their Inclusion Complexes, Nov. 2014, Vietnam, True
  • URA Yasuyuki; ◯Sugioka, Saya; Yamashina, Yukari; Ura, Yasuyuki; Kataoka, Yasutaka, The 64th Conference of Japan Society of Coordination Chemistry, Synthesis and Structure of Tiara-like Palladium and Platinum Complexes Having Carboxylic Acids as Side Chains, Sep. 2014, Japan Society of Coordination Chemistry, Tokyo, False
  • URA Yasuyuki; ◯Goto, Akane; Sakano, Nozomi; Ura, Yasuyuki; Kataoka, Yasutaka, The 64th Conference of Japan Society of Coordination Chemistry, Ind-P配位子を有するイリジウムIII価シリルエノールエーテル錯体の合成, Sep. 2014, Japan Society of Coordination Chemistry, Tokyo, False
  • URA Yasuyuki; ◯Shino, Tomomi; Higashinakagawa, Tomoe; Ura, Yasuyuki; Kataoka, Yasutaka, 61st Symposium on Organometallic Chemistry, η1型で配位したインデニル基を有するイリジウムIII価πアリル錯体の合成反応における立体選択性の制御, Sep. 2014, The Kinki Chemical Society, Fukuoka, False
  • URA Yasuyuki; ◯Shimokawa, Reina; Kawada, Yumi; Ura, Yasuyuki; Kataoka, Yasutaka, 61st Symposium on Organometallic Chemistry, Acceleration Effect of the Chloride ion Sources on the Reactions of a Benzylpalladium Complex with O2, Sep. 2014, The Kinki Chemical Society, Fukuoka, False
  • URA Yasuyuki; ◯URA, Yasuyuki; YAMASHINA, Yukari; KATAOKA, Yasutaka, XXVI International Conference on Organometallic Chemistry (ICOMC2014), Inclusion of Iodine Molecule in a Tiara-like Octanuclear Palladium Complex, Jul. 2014, The Chemical Society of Japan, Sapporo, True
  • URA Yasuyuki; ◯AOYAGI, Nozomi; FUKUZAWA, Hiroko; URA, Yasuyuki; KATAOKA, Yasutaka, XXVI International Conference on Organometallic Chemistry (ICOMC2014), Linear Codimerization of N-Vinylamides with Electron-deficient Alkenes via Ruthenacyclopentanes, Jul. 2014, The Chemical Society of Japan, Sapporo, True
  • URA Yasuyuki; ◯SHIMOKAWA, Reina; KAWADA, Yumi; URA, Yasuyuki; KATAOKA, Yasutaka, XXVI International Conference on Organometallic Chemistry (ICOMC2014), Effect of the Addition of Chloride Ion Sources on the Reaction of an SNS-Benzylpalladium Complex toward O2, Jul. 2014, The Chemical Society of Japan, Sapporo, True
  • URA Yasuyuki; SAKANO, Nozomi; URA, Yasuyuki; ◯KATAOKA, Yasutaka, XXVI International Conference on Organometallic Chemistry (ICOMC2014), Preparation of a Chiral Silyl Compound Having a Silicon-centered Chirality Using the Iridium Complex Bearing the Ind-P Ligand, Jul. 2014, The Chemical Society of Japan, Sapporo, True
  • URA Yasuyuki; ◯Kuronuma, Keiko; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第94春季年会, Preparation of Ir(III) Methyl Iodo Complexes Bearing a Chiral Alkylphosphine and an Indene-ring Chelate Ligand, Mar. 2014, Aichi, False
  • URA Yasuyuki; ◯Endo, Mariko; Kotera, Megumi; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第94春季年会, Preparation of Ir(III) Halide Complexes Bearing the Ind-PO Ligand Working as a Bifunctional Catalysis, Mar. 2014, Aichi, False
  • URA Yasuyuki; ◯Aoyagi, Nozomi; Fukuzawa, Hiroko; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第94春季年会, Synthesis of Ruthenacyclopentanes via Oxidative Cyclization of Enamides and Electron-deficient Alkenes and their Reactivity, Mar. 2014, Aichi, False
  • URA Yasuyuki; ◯Yamashina, Yukari; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第94春季年会, Reactions of Octanuclear Palladium Tiara-like Complex [Pd(mu-SCH2CO2Me)2]8 with Group 10 Transition Metal Complexes, Mar. 2014, Aichi, False
  • URA Yasuyuki; ◯Ura, Yasuyuki; Shimokawa, Reina; Kawada, Yumi; Kataoka, Yasutaka, International Symposium on Catalysis and Fine Chemicals 2013 (C&FC 2013), Reactivity of SNS-Benzylpalladium Complexes toward O2: HCl-accelerated Selective Formation of Benzyl Hydroperoxide, Dec. 2013, China, True
  • URA Yasuyuki; Ura, Yasuyuki, International Symposium on Frontiers of Organometallic Chemistry (Post Symposium of C&FC 2013), A Tiara-like Octanuclear Palladium Thiolate Complex Including Iodine Molecule, Dec. 2013, China, True
  • URA Yasuyuki; ◯Shimokawa, Reina; Kawada, Yumi; Ura, Yasuyuki; Kataoka, Yasutaka, 錯体化学会第63回討論会, Effect of the Addition of Chloride Ions on the Reaction of Benzylpalladium Complexes Having an SNS Tridentate Ligand with Molecular Oxygen, Nov. 2013, 錯体化学会, Okinawa, False
  • URA Yasuyuki; ◯Takahara, Aoi; Kato, Tomoe; Ura, Yasuyuki; Kataoka, Yasutaka, 錯体化学会第63回討論会, Introduction of Oxygen Atoms into the Iridacyclopentadiene Complexes, Nov. 2013, 錯体化学会, Okinawa, False
  • URA Yasuyuki; ◯Yamashina, Yukari; Ura, Yasuyuki; Kataoka, Yasutaka, 錯体化学会第63回討論会, Behavior and Reactivity of Octanuclear Palladium Tiara-like Complexes [Pd(mu-SCH2CO2Me)2]8 Including Small Molecules, Nov. 2013, 錯体化学会, Okinawa, False
  • URA Yasuyuki; Sakano, Nozomi; Tsubakimoto, Aya; Ura, Yasuyuki; Kataoka, Yasutaka, 錯体化学会第63回討論会, Sequential Introduction of Different Functional Groups into Secondary Silane Mediated by the Iridium Complex Bearing the Ind-P Ligand, Nov. 2013, 錯体化学会, Okinawa, False
  • URA Yasuyuki; ◯Shimokawa, Reina; Kawada, Yumi; Ura, Yasuyuki; Kataoka, Yasutaka, The 2nd Japan-France Coordination Chemistry Symposium 2013, Effect of the Addition of Chloride Ion on the Reaction of an SNS-Benzylpalladium Complex with O2, Nov. 2013, Nara, True
  • URA Yasuyuki; ◯Kuronuma, Keiko; Oshika, Kyoko; Ura, Yasuyuki; Kataoka, Yasutaka, The 2nd Japan-France Coordination Chemistry Symposium 2013, Consideration for Stereochemistry of an Arising Metal-Centered Chirality in the Ind-P* Iridium(III) Complexes, Nov. 2013, Nara, True
  • URA Yasuyuki; ◯Endo, Mariko; Kotera, Megumi; Ura, Yasuyuki; Kataoka, Yasutaka, The 2nd Japan-France Coordination Chemistry Symposium 2013, Preparation of Ir(III) Complexes Bearing the Ind-PO Ligand Working as an Bifunctional Catalysis, Nov. 2013, Nara, True
  • URA Yasuyuki; Fukuzawa, Hiroko; ◯Aoyagi, Nozomi; Ura, Yasuyuki; Kataoka, Yasutaka, The 2nd Japan-France Coordination Chemistry Symposium 2013, Ruthenacyclopentanes as Intermediates in the Linear Codimerization of N-Vinylamides with Electron-deficient Alkenes, Nov. 2013, Nara, True
  • URA Yasuyuki; ◯Yamashina, Yukari; Ura, Yasuyuki; Kataoka, Yasutaka, The 2nd Japan-France Coordination Chemistry Symposium 2013, An Octanuclear Palladium Tiara-like Complex Including I2, Nov. 2013, Nara, True
  • URA Yasuyuki; ◯Fujino, Saki; Ura, Yasuyuki; Kataoka, Yasutaka, The 2nd Japan-France Coordination Chemistry Symposium 2013, Binuclear Palladium Complexes Having Bis(bipyridyl)ferrocene, Nov. 2013, Nara, True
  • URA Yasuyuki; ◯Takahara, Aoi; Kato, Tomoe; Ura, Yasuyuki; Kataoka, Yasutaka, The 2nd Japan-France Coordination Chemistry Symposium 2013, Introduction of Oxygen Atoms into the Iridacyclopentadiene Complexes Bearing the Ind-P Ligand, Nov. 2013, Nara, True
  • URA Yasuyuki; Sakano, Nozomi; Tsubakimoto, Aya; Ura, Yasuyuki; Kataoka, Yasutaka, The 2nd Japan-France Coordination Chemistry Symposium 2013, Sequential Introduction of Different Functional Groups into a Secondary Silane using the Iridium Complex Bearing the Ind-P Ligand, Nov. 2013, Nara, True
  • URA Yasuyuki; ◯Kuronuma, Keiko; Oshika, Kyoko; Ura, Yasuyuki; Kataoka, Yasutaka, 第60回有機金属化学討論会, Preparation of Iridium(III) Complexes Having a Metal-Centered Chirality by an Alkylene Linked Chiral Alkylphosphine-Indenyl Ligand, Sep. 2013, 近畿化学協会, Tokyo, False
  • URA Yasuyuki; ◯Yamashina, Yukari; Ura, Yasuyuki; Kataoka, Yasutaka, 第60回有機金属化学討論会, Structure, Behavior, and Reactivity of Octanuclear Palladium Tiara-type Complex [Pd(mu-SCH2CO2Me)2]8 Including Iodine Molecule, Sep. 2013, 近畿化学協会, Tokyo, False
  • URA Yasuyuki; Sakano, Nozomi; Tsubakimoto, Aya; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第93春季年会, Stereoselective Preparation of an Iridium(III) Silyl Alkenyl Complex Derived from a Secondary Silane, Mar. 2013, 日本化学会, Shiga, False
  • URA Yasuyuki; ◯Takahara, Aoi; Kato, Tomoe; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第93春季年会, Effect of the Substituents in the Iridacyclopentadienyl Complex on the Introduction of Two Oxygen Atoms, Mar. 2013, 日本化学会, Shiga, False
  • URA Yasuyuki; ◯Fujino, Saki; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第93春季年会, Synthesis of Binuclear Palladium Complexes using a Novel Ligand, Bis(bipyridyl)ferrocene, Mar. 2013, 日本化学会, Shiga, False
  • URA Yasuyuki; ◯Yamashina, Yukari; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第93春季年会, A Novel Synthetic Method for Octanuclear Pd and Pt Tiara-type Complexes [M(mu-SR)2]8 via SCS Pincer-type Complexes, Mar. 2013, 日本化学会, Shiga, False
  • URA Yasuyuki; ◯Ura, Yasuyuki; Yamashina, Yukari; Kawada, Yumi; Kataoka, Yasutaka, 2nd International Symposium on Molecular Activation, Synthesis of Pd and Pt Complexes Bearing SNS or SCS Ligands and Their Catalytic Activity toward Intramolecular O-H Bond Addition to Alkenes, Nov. 2012, Nara, True
  • URA Yasuyuki; ◯Ura, Yasuyuki; Fukuzawa, Hiroko; Kataoka, Yasutaka, 17th Malaysian Chemical Congress 2012, Selective Linear Codimerization of Enamides with Electron-deficient Alkenes via Ruthenacyclopentanes, Oct. 2012, Malaysia, True
  • URA Yasuyuki; ◯Ura, Yasuyuki; Fukuzawa, Hiroko; Aoyagi, Nozomi; Kataoka, Yasutaka, 第59回有機金属化学討論会, Linear Codimerization of Enamides with Electron-deficient Alkenes via Ruthenacycles, Sep. 2012, 近畿化学協会, Osaka, False
  • URA Yasuyuki; ◯Higashinakagawa, Tomoe; Ura, Yasuyuki; Kataoka, Yasutaka, 錯体化学会第62回討論会, Stereoselective Preparation of Iridium(III) Allyl Carbonyl Complexes Accompanying Alternations in Hapticity of the Indenyl Ligand, Sep. 2012, 錯体化学会, Toyama, False
  • URA Yasuyuki; ◯Takahara, aoi; Kato, Tomoe; Ura, Yasuyuki; Kataoka, Yasutaka, 錯体化学会第62回討論会, Direct Introduction of Two Oxygen Atoms into the Iridacyclopentadiene Complex, Sep. 2012, 錯体化学会, Toyama, False
  • URA Yasuyuki; ◯Yamashina, Yukari; Ura, Yasuyuki; Kataoka, Yasutaka, 錯体化学会第62回討論会, Development of a Novel Synthetic Method for Tiara-type Complexes [Pd(SR)2]8 via SCS Pincer-type Palladium Complexes, Sep. 2012, 錯体化学会, Toyama, False
  • URA Yasuyuki; ◯Ura, Yasuyuki, 新学術領域研究「分子活性化」第3回公開シンポジウム, Creation of Palladium Reactive Species toward the Development of Catalytic Addition of O-Nucleophiles to Alkenes, May 2012, Ishikawa, False
  • URA Yasuyuki; ◯Nakaoka, Sonoe; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第92春季年会, Palladium-Catalyzed Selective Synthesis of Arylacetaldehydes from Vinylarenes, Mar. 2012, 日本化学会, Kanagawa, False
  • URA Yasuyuki; ◯Hashimoto, Tamaho; Aoyama, Kyoko; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第92春季年会, インデン環がエチレン鎖で架橋されたNHC配位子を有するイリジウムⅠ価カチオン錯体における分子内炭素-水素結合活性化反応, Mar. 2012, 日本化学会, Kanagawa, False
  • URA Yasuyuki; ◯Higashinakagawa, Tomoe; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第92春季年会, η1: η1-型で配位したInd-P配位子を有するイリジウムⅢ価π-アリルカルボニル錯体の合成, Mar. 2012, 日本化学会, Kanagawa, False
  • URA Yasuyuki; ◯Fukuzawa, Hiroko; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第92春季年会, Formation of ruthenacyclopentanes by oxidative cyclization of enamides with acrylates, Mar. 2012, 日本化学会, Kanagawa, False
  • URA Yasuyuki; ◯Kawada, Yumi; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第92春季年会, Protonolysis of Benzylpalladium Complexes Having an SNS Tridentate Ligand, Mar. 2012, 日本化学会, Kanagawa, False
  • URA Yasuyuki; Aya Tsubakimoto; Yasuyuki Ura; Yasutaka Kataoka, Catalysis and Fine Chemicals 2011, Diverse Syntheses of Alkenylsilane Deivatives Mediated by Iridium Complexes Bearing the Ind-P Ligand, Dec. 2011, Nara, True
  • URA Yasuyuki; Yumi Kawada; Yasuyuki Ura; Yasutaka Kataoka, Catalysis and Fine Chemicals 2011, Behavior and Reactivity of Cationic Pd(II) Complexes Having an SNS Ligand with N-Heterocycles at Terminals, Dec. 2011, Nara, True
  • URA Yasuyuki; Megumi Kotera; Yasuyuki Ura; Yasutaka Kataoka, Catalysis and Fine Chemicals 2011, Preparation of Optically Active Ir(III) Complexes Having a Metal-Centered Chirality Available for Bifunctional Asymmetric Catalysis, Dec. 2011, Nara, True
  • URA Yasuyuki; Yasuyuki Ura; Hiroshi Tsujita; Hiroko Fukuzawa; Shingo Matsuki; Yasutaka Kataoka; Kenji Wada; Take-aki Mitsudo; Teruyuki Kondo, Catalysis and Fine Chemicals 2011, Ruthenium-Catalyzed Highly Selective Codimerization and Cotrimerization of N-Vinylamides with Alkenes, Dec. 2011, Nara, True
  • URA Yasuyuki; Kyoko Oshika; Yasuyuki Ura; Yasutaka Kataoka, Catalysis and Fine Chemicals 2011, Synthesis of Iridium Complexes Coordinated with a Dialkylphosphinoethylindenyl Ligand Having a Phosphine-centered Chirality, Dec. 2011, Nara, True
  • URA Yasuyuki; Hiroko Fukuzawa; Yasuyuki Ura; Yasutaka Kataoka, Catalysis and Fine Chemicals 2011, Ruthenium-catalyzed Reduction of N-Alkoxy- and N-Hydroxyamides, Dec. 2011, Nara, True
  • URA Yasuyuki; ◯Yasuyuki Ura; Yumi Kawada; Yasutaka Kataoka, 1st International Symposium on Molecular Activation, Behavior and Reactivity of Pd(II)-SNS Complexes Having N-Heterocycles at Terminals, Nov. 2011, Hyogo, True
  • URA Yasuyuki; Ura, Yasuyuki, 14th Asian Chemical Congress 2011, Ruthenium-Catalyzed Highly Selective Codimerization and Cotrimerization of Alkenes, Sep. 2011, Thailand, True
  • URA Yasuyuki; Tsubakimoto, Aya; Ura, Yasuyuki; Kataoka, Yasutaka, 第58回有機金属化学討論会, Stereoselective Hydrosilylation of Terminal Alkynes Mediated by Iridium Complexes Bearing the Ind-P Ligand, Sep. 2011, 近畿化学協会, Aichi, False
  • URA Yasuyuki; Kawada, Yumi; Ura, Yasuyuki; Kataoka, Yasutaka, 第58回有機金属化学討論会, Synthesis, Behavior and Reactivity of Pd(II) Complexes Having an SNS Tridentate Ligand with N-Heterocycles at Terminals, Sep. 2011, 近畿化学協会, Aichi, False
  • URA Yasuyuki; Oshika, Kyoko; Ura, Yasuyuki; Kataoka, Yasutaka, 錯体化学会第61回討論会, リン上に不斉点を有するホスフィノエチルインデニル配位子を利用したイリジウム錯体の合成, Sep. 2011, 錯体化学会, Okayama, False
  • URA Yasuyuki; Tsubakimoto, Aya; Ura, Yasuyuki; Kataoka, Yasutaka, 錯体化学会第61回討論会, 炭素-ケイ素結合形成・解裂を伴うイリジウムⅢ価シリルアルケニル錯体における金属上の不斉点の異性化反応, Sep. 2011, 錯体化学会, Okayama, False
  • URA Yasuyuki; Kotera, Megumi; Yamamoto, Midori; Ura, Yasuyuki; Kataoka, Yasutaka, 錯体化学会第61回討論会, イリジウムⅢ価シリルヒドリド錯体の金属上に発生する不斉点の安定性, Sep. 2011, 錯体化学会, Okayama, False
  • URA Yasuyuki; Kawada, Yumi; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第91春季年会, Synthesis and Reactivity of Benzylpalladium Complexes Having an SNS Ligand with N-Heterocycles as Auxiliary Groups, Mar. 2011, 日本化学会, Kanagawa, False
  • URA Yasuyuki; Ura, Yasuyuki; Fukuzawa, Hiroko; Hirai, Ayumi; Kataoka, Yasutaka, 日本化学会第91春季年会, Efficient linear codimerization of 2-norbornene with acrylates catalyzed by ruthenium chloride/zinc-copper couple, Mar. 2011, 日本化学会, Kanagawa, False
  • URA Yasuyuki; Yamamoto, Mayumi; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第91春季年会, Palladium-catalyzed selective synthesis of terminal acetals from alkenes or dienes and pinacol, Mar. 2011, 日本化学会, Kanagawa, False
  • URA Yasuyuki; Tsubakimoto, Aya; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第91春季年会, 酸化剤によって促進されるイリジウムIII価シリル-アルケニル錯体の立体選択的還元的脱離反応, Mar. 2011, 日本化学会, Kanagawa, False
  • URA Yasuyuki; Kotera, Megumi; Yamamoto, Midori; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第91春季年会, イリジウム(III)シリルヒドリド錯体における中心金属上に発生する不斉点の速度論的および熱力学的制御, Mar. 2011, 日本化学会, Kanagawa, False
  • URA Yasuyuki; Ikeda, Kiyomi; Tsubakimoto, Aya; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第91春季年会, 金属上に不斉点を有するイリジウムIII価シリルアルケニル錯体合成反応における配位子の立体効果, Mar. 2011, 日本化学会, Kanagawa, False
  • URA Yasuyuki; Kawada, Yumi; Ura, Yasuyuki; Kataoka, Yasutaka, 第60回錯体化学討論会, Synthesis and Behavior of Pd(II) Complexes Having a Tridentate Ligand with N-Heterocycles as Basic Auxiliary Groups, Sep. 2010, 錯体化学会, Osaka, False
  • URA Yasuyuki; Oshika, Kyoko; Ura, Yasuyuki; Kataoka, Yasutaka, 第60回錯体化学討論会, インデン環とキラルなアルキルホスフィンがアルキレン鎖で架橋された新規配位子を用いた中心金属上に不斉点を有するイリジウム錯体の合成, Sep. 2010, 錯体化学会, Osaka, False
  • URA Yasuyuki; Tsubakimoto, Aya; Ura, Yasuyuki; Kataoka, Yasutaka, 60th Anniversary Conference on Coordination Chemistry, Unexpected Stereoselectivities in Successive Reactions of the Iridium(I) Complex Bearing the Ind-P Ligand with Hydrosilane and Alkyne, Sep. 2010, 錯体化学会, Osaka, True
  • URA Yasuyuki; Tsubakimoto, Aya; Ura, Yasuyuki; Kataoka, Yasutaka, 第57回有機金属化学討論会, Ind-P配位子を有するイリジウム錯体を用いたα-およびβ-置換ビニルシラン化合物の位置選択的合成, Sep. 2010, 近畿化学協会, Tokyo, False
  • URA Yasuyuki; Kotera, Megumi; Yamamoto, Midori; Ura, Yasuyuki; Kataoka, Yasutaka, 第57回有機金属化学討論会, 中心金属上に不斉点を有する光学活性イリジウムIII価シリルヒドリド錯体の合成, Sep. 2010, 近畿化学協会, Tokyo, False
  • URA Yasuyuki; URA, Yasuyuki; BEIERLE, John M; LEMAN, Luke J; ORGEL, Leslie E; GHADIRI, M. Reza, 日本化学会第90春季年会, Self-Assembling Sequence-Adaptive Peptide Nucleic Acids, Mar. 2010, 日本化学会, Osaka, False
  • URA Yasuyuki; Fukuzawa, Hiroko; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第90春季年会, Ruthenium-catalyzed N-O bond cleavage of N-Alkoxyamides, Mar. 2010, 日本化学会, Osaka, False
  • URA Yasuyuki; Yamamoto, Mayumi; Ura, Yasuyuki; Kataoka, Yasutaka, 日本化学会第90春季年会, Palladium-catalyzed Synthesis of Cyclopentanones from 1,5-Dienes, Mar. 2010, 日本化学会, Osaka, False
  • Shibatani, Ayaka; Kataoka, Yasutaka; Ura, Yasuyuki, 67th Symposium on Organometallic Chemistry, Palladium-catalyzed Aerobic α,β-Dehydrogenation of Carboxylic Acids, Poster presentation, 07 Sep. 2021, 07 Sep. 2021, 10 Sep. 2021
  • Shigehiro, Yuma; Miya, Karen; Kataoka, Yasutaka; Ura, Yasuyuki, 67th Symposium on Organometallic Chemistry, Synthesis of Palladium Complexes and Oxygenation of a Benzyl Ligand Using Tridentate NNP Ligands Having a Secondary Phosphine Oxide Moiety, Poster presentation, 07 Sep. 2021, 07 Sep. 2021, 10 Sep. 2021, rm:research_project_id
  • Enomoto, Yuuki; Ichiryu, Hiroki; Hu, Hao; Ura, Yasuyuki; Ogasawara, Masamichi, 67th Symposium on Organometallic Chemistry, C1-Symmetric Binap Derivative Featuring Single Diferrocenylphosphino-Donor Moiety, Poster presentation, 07 Sep. 2021, 07 Sep. 2021, 10 Sep. 2021
  • Tanaka, Rina; Komori, Saki; Kataoka, Yasutaka; Ura, Yasuyuki, 67th Symposium on Organometallic Chemistry, Synthesis of 2-Hydroxytetrahydrofurans by Wacker-type Oxidation of 1,1-Disubstituted Alkenes, Poster presentation, 07 Sep. 2021, 07 Sep. 2021, 10 Sep. 2021, rm:research_project_id
  • 重弘悠真; 片岡靖隆; 浦 康之, 日本化学会第102春季年会, 亜ホスフィン酸配位部位および可視光が促進するベンジルパラジウム錯体の酸素化, Oral presentation, 25 Mar. 2022, 23 Mar. 2022, 26 Mar. 2022, rm:research_project_id
  • 岩波綾香; 小森 咲; 片岡靖隆; 浦 康之, 日本化学会第102春季年会, 4-ペンテン-1-オール類の末端選択的な分子内環化による3-ヒドロキシテトラヒドロピラン類の合成, Oral presentation, 25 Mar. 2022, 23 Mar. 2022, 26 Mar. 2022, rm:research_project_id

Awards

  • Asahi Kasei Pharma Award in Synthetic Organic Chemistry, Japan, The Society of Synthetic Organic Chemistry, Japan, Ura, Yasuyuki, Feb. 2011

Industrial Property Rights

  • Patent right, アルデヒド化合物又はその誘導体の製造方法, 清水悠平, 浦 康之, WO2021166702A1, 26 Aug. 2021
  • Patent right, 2-アルキリデンテトラヒドロフラン誘導体及びその製造方法, URA Yasuyuki, 200703, Mar. 2007
  • Patent right, エナミド及びその製造方法、並びにジエナミド及びその製造方法, URA Yasuyuki, 200703, Mar. 2007, WO2007026654
  • Patent right, ルテニウム錯体触媒及びα,β―不飽和カルボン酸誘導体の製造方法, URA Yasuyuki, 光藤武明、浦 康之、近藤輝幸、和田健司、辻田 寛, 200510, Oct. 2005

Research Projects

  • Grant-in-Aid for Scientific Research (A), 01 Apr. 2018, 31 Mar. 2023, 18H03914, New Materials Fabricated by Nano-Scale Dimensional Integration of Finely Constructed Multinuclear Metal Systems, 棚瀬 知明; 中島 隆行; 浦 康之; 中前 佳那子, Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (A), Nara Women's University, 43030000, 33100000, 9930000, (1)直鎖状及び分枝状多座ホスフィン配位子の合成: N原子で連結された直鎖状四座ホスフィン(dpmppaR, R = Ph,Tol等)を合成し,ホモキラルなdpmppaPhにより支持された直鎖状Pd4核鎖及び一連のPd/Pt混合金属4核鎖(PtPd3, PtPd2Pt, Pt2Pd2, Pt2PdPt)を構築することで一次元合金金属鎖という新たな概念の分子素子を開発し論文発表した(Chem. Eur. J. 2019)。(2)低原子価Pd, Pt分子ワイヤーの創成: キラルな直鎖状四座ホスフィンdpmppmを用いたパラジウム分子ワイヤーの合成と自己不斉認識によるPd鎖の拡張として,rac-dpmppmをHPLCキラルカラムにより光学分割し,キラルなPd8核鎖を合成し単離することに成功した。また,錯体合成による光学分割手法も開発した。(3)閉殻金属を用いた環状クラスターの分子設計と光励起物性の発現:光学活性なdpmppmを用いて強い発光を示すAu(I)四核錯体の合成を行った。また,多座ホスフィンオキシドを用いることでランタニド2核錯体を合成し,円二色性スペクトルや円偏光発光について研究を進めた。(4)銅ヒドリド多核金属集合系を用いた貴金属代替材料の開発:かご状銅ヒドリド8,9,16核錯体を合成しその構造や反応性を明らかにした。特に8核錯体は二酸化炭素の水素化を触媒することが明らかとなり,強塩基存在下で触媒的なギ酸生成反応を確立した(Angew. Chem. Int. Ed. 2020)。(5)銅ヒドリド種を用いた有機触媒反応の開発:ブチレン鎖を有する直鎖状四座ホスフィンの銅ヒドリド6核錯体が,ギ酸の水素と二酸化炭素への分解反応を触媒することが明らかにし,最終的に非対称銅二核中心による高活性なギ酸分解触媒システムを開発した(J. Am. Chem. Soc. 2019)。, rm:published_papers;rm:published_papers;rm:published_papers;rm:published_papers;rm:published_papers
  • Grant-in-Aid for Scientific Research (C), 01 Apr. 2018, 31 Mar. 2021, 18K05122, Development of environmental load-reducing synthesis of aldehydes and their derivatives from aliphatic alkenes, 浦 康之, Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C), Nara Women's University, 4420000, 3400000, 1020000, 脂肪族末端アルケンのワッカー型酸化反応では,ほとんどの場合においてケトン(マルコフニコフ型生成物)しか得られない。我々は,パラジウム/銅触媒存在下,t-ブチルアルコール溶媒中,基質として脂肪族末端アルケン,酸化剤として1気圧の酸素およびp-ベンゾキノンを用い,40 ℃の穏和な条件下において,逆マルコフニコフ型生成物であるアルデヒドを選択的に得ることに成功した。1-オクテンなどの官能基を持たない単純な脂肪族末端アルケンの場合には,反応溶液に対してシリンジポンプでゆっくりと添加することによってアルケンの内部異性化が抑制された。逆マルコフニコフ選択性(アルデヒド選択性)の向上にはパラジウム触媒に加えて塩化銅(I)とp-ベンゾキノンの添加が不可欠であった。DFT計算によって,塩素架橋パラジウム(II)-銅(I)二核錯体が触媒活性種である可能性が示唆された。p-ベンゾキノンは0価パラジウムの酸化剤としての役割に加えて,塩素架橋パラジウム(II)-銅(I)二核錯体において銅に配位して金属上の電子密度を低下させ,パラジウムに配位した脂肪族末端アルケンに対する酸素求核剤の求核攻撃の段階を促進し,また,マルコフニコフ経路よりも逆マルコフニコフ経路の安定化により大きく寄与すると推定された。4-ブロモ-1-ブテンなどのハロゲンをもつ脂肪族末端アルケンを用いた場合には,ハロゲンが配向基として機能して高い逆マルコフニコフ選択性が発現した。 脂肪族末端アルケンの逆マルコフニコフ型ワッカー型酸化は困難な課題であり学術的にも興味深いが,本反応ではシンプルな触媒系(PdCl2(MeCN)2/塩化銅(I)/p-ベンゾキノン)の適用によって実現した。, rm:published_papers;rm:published_papers;rm:presentations;rm:presentations
  • Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area), 01 Apr. 2016, 31 Mar. 2018, 16H01028, Development of anti-Markovnikov addition of oxygen nucleophiles to terminal alkenes, 浦 康之, Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research on Innovative Areas (Research in a proposed research area), Nara Women's University, 5980000, 4600000, 1380000, 末端アルケンやアルカンなどの炭化水素の末端部位を選択的かつ効率的に窒素または酸素官能基化できれば,第一級アミン・アルコール・エーテル・アルデヒドおよびその誘導体等の工業的・合成化学的に有用な合成法となり得る。末端アルケンへの求核剤の逆マルコフニコフ型付加反応の可能な反応機構の一つとして,遷移金属に配位した末端アルケンに対する求核剤の末端炭素側への攻撃(逆マルコフニコフ型求核攻撃)およびそれに続くPd-C(sp3)結合のプロトノリシスを経る機構が考えられる。この機構を段階的な量論反応として実現させるべく,アルケニルホスフィンが配位したカチオン性のパラジウム錯体に対する種々の窒素および酸素求核剤の反応性を検討した。その結果,窒素求核剤として2-ピリドン類を反応させた場合に配位アルケン部位への逆マルコフニコフ型求核攻撃が進行してアルキル錯体が生成した。このアルキル錯体からPd-C(sp3)結合のプロトノリシスを経て,アルケン部位に2-ピリドン類のN-H結合が逆マルコフニコフ付加した構造を含む錯体が生成し,よって段階的な逆マルコフニコフ型付加反応が達成された。窒素求核剤として2-ピリドンに代えて3-ヒドロキシピリジンおよび4-ピリドンを用いた場合には,求核攻撃までは進行するがプロトノリシスは全く進行しなかったことから,2-ピリドンの2位の酸素官能基がプロトン供与部位となり,六員環型遷移状態を経ることで通常は進行しづらいPd-C(sp3)結合のプロトノリシスを促進すると考えられる。特にこのプロトノリシスが鍵段階であり,今回得られた知見に基づいて,今後は触媒反応への展開および他の窒素求核剤・酸素求核剤への基質適用範囲の拡大が期待できる。
  • Jul. 2015, Mar. 2018, フッ素系ガラスコーティング原料の開発, 共同研究, 奈良女子大学
  • Grant-in-Aid for Scientific Research (C), 01 Apr. 2013, 31 Mar. 2016, 25410116, Development of environmental load-reducing oxidation reactions involving anti-Markovnikov nucleophilic attack to alkenes as a key step, Ura Yasuyuki, Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C), Nara Women's University, 5200000, 4000000, 1200000, We have developed three types of oxidation reactions, i.e., (1) synthesis of arylacetaldehydes via anti-Markovnikov Wacker-type oxidation, (2) synthesis of terminal acetals, (3) synthesis of benzaldehydes via oxidative cleavage of carbon-carbon double bond, using palladium catalysts and vinylarenes as substrates. These reactions proceeded under 1 atm of molecular oxygen (as a terminal oxidant) and mild reaction conditions, and thus these can be regarded as novel environmental load-reducing synthesis of aldehydes and their derivatives from terminal alkenes. The use of cyclic electron-deficient alkenes such as maleimide as additives was the key of the present reactions to enhance the catalytic activity., url
  • 新学術領域研究(研究領域提案型), 01 Apr. 2011, 31 Mar. 2013, 23105528, アルケンへの酸素求核剤の触媒的付加反応実現に向けた反応活性種の創出, 浦 康之, 日本学術振興会, 科学研究費助成事業 新学術領域研究(研究領域提案型), 奈良女子大学, 5460000, 4200000, 1260000, 遷移金属錯体触媒を用いたアルケンへの酸素求核剤の不斉付加反応が実現できれば,光学活性アルコールやエーテルなどの,副生物を排出しないシンプルかつ革新的な環境低負荷型合成法となる。本研究では,配位アルケンに対する求核剤の攻撃と,それに続くM-C(sp3)結合のプロトノリシスを経る反応機構を作業仮説として,SNS(硫黄-窒素-硫黄)またはSCS(硫黄-炭素-硫黄)三座配位子を有するPdまたはPt錯体を触媒に用い,アルケンへの酸素求核剤の分子内付加反応について検討した。 M-C(sp3)結合のプロトノリシスの促進を期待して,両端にプロトン受容部位を持つSNSまたはSCS三座配位子を有するPdおよびPt錯体を合成した。これらの錯体を用い,あるいは系中で発生させ,アルケノールの分子内付加反応を試みたところ,SNS-PdおよびSCS-Pd触媒系では,基質は完全に転化するものの環化体の収率は低く,二重結合の内部異性化体も一定量生成した。一方,SNS-Pt触媒系では,添加剤としてAgOTfを用いると高収率で選択的に環化体を与えることが明らかとなった。AgOTfに代えてAgBF4を用いた場合には,アルケノールの転化率,環化体の収率共に大きく低下した。 また,Pd-C(sp3)結合のプロトノリシスの検討過程において,SNS-ベンジルPd錯体と分子状酸素との反応が塩化物イオンの存在により顕著に加速されることを見出した。重アセトニトリル溶媒中,AIBN存在下においてベンジルPd錯体を酸素(1気圧)と40 ℃で反応させたところ2時間後でも殆ど変化はなかったが,同反応を1当量のHCl存在下で行うとBnOOHが高収率で得られた。他の結果も総合すると,塩化物イオンのPdへの配位が,ベンジルPd錯体と分子状酸素からのベンジルペルオキソPd錯体の生成を加速することが強く示唆された。
  • Apr. 2011, Mar. 2012, 逆マルコフニコフ型求核攻撃を鍵段階とするアルケンへの二ヘテロ官能基導入によるヘテロ環骨格構築新反応, 有機合成化学協会, 研究企画賞(旭化成ファーマ研究企画賞), 奈良女子大学
  • Apr. 2011, Mar. 2012, Development of efficient co-dimerization of alkenes by effective use of directing groups, Nara Women's University, 研究推進プロジェクト経費, 奈良女子大学
  • Grant-in-Aid for Young Scientists (B), 2011, 2012, 23750112, Development of Introducing Method of Hetero-functional groups to Alkenes via Anti-Markovnikov Nucleophilic Attack as a Key Step, URA Yasuyuki, Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research Grant-in-Aid for Young Scientists (B), Nara Women's University, 4810000, 3700000, 1110000, We developed a synthetic method for terminal acetals from terminal alkenes and pinacol, and environmental load-reducing synthetic methods for aldehydes from terminal alkenes under mild reaction conditions. In these reactions, control of the regioselectivity of nucleophilic attack to coordinated alkenes is the key. By using bulky oxygen nucleophiles, the selectivity was successfully controlled to anti-Markovnikov manner., url
  • Apr. 2008, Mar. 2009, Principal investigator, Development of selective co-oligomerization of alkenes toward environmental load reduction, Nara Women's University, 研究推進プロジェクト経費, 奈良女子大学
  • Grant-in-Aid for Scientific Research (A), 2004, 2005, 16205014, Creation of Novel Environmentally Benign Low-Valent Ruthenium Catalysts, MITSUDO Take-aki; KONDO Teruyuki; WADA Kenji; URA Yasuyuki, Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (A), KYOTO UNIVERSITY, 51350000, 39500000, 11850000, The creation of novel transition metal complexes which show high catalytic performance is essential for development of highly atom-economical and environmentally benign synthetic methods without the formation of byproducts. In this study, we first succeeded in preparation of novel Ru(0) complexes bearing arenes, p-quinones, and tridentate pyridyl ligands via selective displacement of either 1,3,5-cyclooctatriene (cot) or dimethyl fumarate (dmfm) ligands in Ru(η^6-cot)(η^2-dmfm)_2 (1). The stoichiometric reaction of 1 with phenol gave novel Ru(II) phenolate complexes, while the reaction of 1 with water in the presence of 1,2-bis(diphenylphosphino)ethane (dppe) gave a novel chiral Ru(0) aqua complex, Ru(η^2-dppe)(η^2-dmfm)_2(H_2O) (2). The structures of all novel complexes were clearly determined by X-ray crystallography. Optical resolution of rac-2 was successfully performed by HPLC equipped with a chiral column. In addition, we have developed the following novel catalytic reactions characteristic to ruthenium ; 1)formal [4+2] cycloaddition of alkynes with electron-deficient alkenes to cyclohexenedicarboxylates via isomerization of alkynes and successive Diels-Alder reaction, 2)[2+2+2] cocyclotrimerization of three different alkynes (dimethyl acetylenedicarboxylate, 1-decyne and 3-hexyne), 3)regio- and stereoselective linear codimerization of 2-norbornenes with acrylic compounds, 4)synthesis of 2-alkylidenetetrahydrofurans by codimerization of dihydrofurans with α,β-unsaturated esters. All these ruthenium-catalyzed reactions offered the synthetic methods for novel functional monomers with high atom-efficiency.
  • 萌芽研究, 2004, 2005, 16655036, 歪みのないメチレン鎖の新規触媒的炭素-炭素結合切断反応の開発, 光藤 武明; 浦 康之, 日本学術振興会, 科学研究費助成事業 萌芽研究, 京都大学, 3700000, 3700000, 本研究では、1)歪みの小さい、あるいは歪みを持たないメチレン鎖の切断反応に関し、結合切断能が高い電子豊富な金属中心を有する新規低原子価錯体として、種々のルテニウム-ターピリジン錯体([Ru(tpy)(diene)(L)]^(tpy=2,2':6',2"-terpyridine ; diene=2,5-norbornadiene,1,5-cyclooctadiene ; L=H_2O, pyridine, OEt, alkyl ; n=1 or 2)等)を合成し、構造決定を行った。2)1で合成した錯体あるいは歪んだ炭素-炭素結合や炭素-水素結合切断に高活性を示す0価ルテニウム錯体であるRu(cod)(cot)[cod=1,5-cyclooctadiene ; cot=1,3,5-cyclooctatriene]やRu(cot)(dmfm)_2[dmfm=dimethylfumarate]を用い、メチレン鎖の両末端に配向基としてアミノ基を有するbis(N,N-dimethylaminophenyl)alkaneや、同じく両末端にリン原子を有するbis(diphenylphosphino)alkane等のメチレン鎖の炭素-炭素結合切断反応について錯体化学的検討を行ったが、現段階では結合の切断が起こった錯体の捕捉には成功していない。3)メチレン鎖を電子豊富な金属中心近傍の空配位座に精密に接近させるような立体的環境を整えることが結合を切断する上で重要と考えられ、両側のイミノ基がメチレン鎖で架橋された環状ビスイミノピリジン類の合成とそのメチレン鎖の低原子価ルテニウム錯体を用いた炭素-炭素結合切断反応に関し検討を重ねたが、現時点までに良好な結果は得られていない。 以前までに得られた、歪みを持たないものを含めた炭素-炭素結合の触媒的切断反応に関する研究成果についてはハイライトレビューとして総説にまとめた。
  • Grant-in-Aid for Scientific Research (B), 2003, 2005, 15350055, Activation of Small Polar Molecules by Environmentally Benign Transition Metal Catalysts, KONDO Teruyuki; MITSUDO Take-aki; WADA Kenji; URA Yasuyuki, Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (B), KYOTO UNIVERSITY, 15100000, 15100000, Since we have already found that among group 8-10 transition metal complexes, low-valent ruthenium complexes especially show high affinity to heteroatoms such as N, S, and O atoms, characteristic activation of small polar molecules by ruthenium catalysts was investigated. As a result, we have succeeded in developing the following novel ruthenium-catalyzed carbon-carbon and carbon-heteroatom bond forming reactions ; 1)highly regio- and stereoselective addition of sulfenamides to electron-deficient alkynes leading to polyfunctional alkenes, 2)formal [4+2] cycloaddition of alkynes with electron-deficient alkenes to cyclohexenedicarboxylates via isomerization of alkynes and successive Diels-Alder reaction, 3)reconstructive synthesis of 2-pyranones, cyclopentenes, and cyclohexenones via carbon-carbon bond cleavage of cyclobutenones, 4)[2+2+2] cocyclization of three different alkynes (dimethyl acetylenedicarboxylate, 1-decyne and 3-hexyne), 5)regio- and stereoselective codimerization of different alkenes (2-norbornenes with acrylic compounds, and dihydrofurans with α,β-unsaturated esters). In addition, we succeeded in preparation of various Ru(0) complexes via selective ligand displacement of Ru(η^6-1,3,5-cyclooctatriene)(η^2-dimethyl fumarate)_2 (1), which was originally synthesized in our laboratory in 1999. Further study revealed that the stoichiometric reaction of 1 with phenol gave novel Ru(II) phenolate complexes, while the reaction of 1 with water in the presence of 1,2-bis(diphenylphosphino)ethane (dppe) gave a novel chiral Ru(0) aqua complex, Ru(η^2-dppe)(η^2-dimethyl fumarate)_2(H_2O) (2). Optical resolution of rac-2 was successfully performed by HPLC equipped with a chiral column. On the basis of the VT NMR data and DFT study, the behavior of the coordinated water (rotation and inversion) was disclosed.
  • 若手研究(B), 2003, 2004, 15750083, π酸性配位子を有する0価ルテニウム錯体による極性小分子の活性化と有機合成への応用, 浦 康之, 日本学術振興会, 科学研究費助成事業 若手研究(B), 京都大学, 3300000, 3300000, 1.アクア錯体の配位水分子の挙動に関する研究 0価ルテニウムアクア錯体Ru(dppe)(dmfm)_2(H_2O)(dmfm=dimethyl fumarate)等の温度可変^1H NMR測定により、配位した水分子のプロトンの、分子内位置交換過程の観測に成功した。この過程は水分子の回転および反転を含むと考えられ、とくに水分子の反転についてはこれまでに赤外吸収による方法以外には観測手段が無いことから、本結果は間接的ながらも反転を含む水分子の基礎的挙動の観測に成功した極めて珍しい例である。 2.0価ルテニウムアンモニア錯体の合成と構造 Ru(dppe)(dmfm)_2(H_2O)と過剰量のアンモニア(ジオキサン溶液)を室温で反応させることにより、水分子との配位子交換が起こり、新規0価アンモニア錯体Ru(dppe)(dmfm)_2(NH_3)が得られ、単結晶X線解析により構造決定を行った。本アンモニア錯体もアクア錯体の場合と同様に2本の水素結合によりアンモニアのルテニウムへの配位がより安定化されている。これまでに2価ルテニウムアンモニア錯体の合成については膨大な数の報告例があるものの、0価錯体に関しては我々の知る限り本錯体が初めての合成・単離および構造決定の例であり、極めて興味深い。 3.複核二価ルテニウムアクア錯体の合成と構造 水存在下、Ru(η^6-cot)(dmfm)_2と[(o-CH_3OC_6H_4)_2PCH_2]_2などの三座P-P-O配位子を、ジクロロメタン中、60℃で反応させることにより、P-P-O配位子がfacialに三座配位した複核二価ルテニウムアクア錯体が生成することを見出した。本錯体は、配位した水の活性化と、ヒドリドヒドロキソルテニウム中間体のRu-H結合へのアルケン挿入過程を経て生成するものと考えられ、アルケンの水和反応に繋がる興味深い反応機構を包含している。
  • Grant-in-Aid for Scientific Research (B), 2001, 2003, 13450363, Novel Catalytic Organic Synthesis via Ruthenium-Heteroatom Bond Formation, MITSUDO Takeaki; URA Yasuyuki; WADA Kenji; KONDO Teruyuki, Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (B), KYOTO UNIVERSITY, 4600000, 4600000, The formation of metal-heteroatom bond formation is important as a key step for developing novel catalytic heterofunctionalization of unsaturated compounds. In this study, we paid our attention to the formation of ruthenium-hetero atom bond, and the following novel ruthenium-catalyzed reactions have been developed. First, we found that low-valent ruthenium complexes with a π-acidic ligand, such as Ru(η^6-cot)(dmfm)_2 [cot = 1,3,5-cyclooctatriene, dmfm = dimethyl fumarate] and Ru_3(CO)_<12>, are highly active catalysts for the intramolecular hydroamination of aminoalkynes. The reaction is highly regioselective, and a nitrogen atom is selectively attached to an internal carbon of alkynes to give five-, six-, and seven-membered nitrogen heterocycles as well as indoles in good to high yields. Second, we showed that [RuCl_2(CO)_3]_2ldppp [dppp = 1,3-bis(diphenylphosphino)propane] was a highly effective catalyst system for the first intramolecular oxidative amination of a variety of aminoalkenes when it was used concomitantly with K_2CO_3 and allyl acetate in N-methylpiperidine, to give the corresponding cyclic imines and indoles in excellent yields. Futhermore, a new and highly efficient catalytic system based on CpRuClL_2 is proposed for the S-propargylation of thiols by propargyl carbonates under neutral conditions, in which specific requirements inherent to the different reactivities of aliphatic and aromatic thiols are achieved by tuning both the nature of thee ancillary ligand L and experimental conditions.. On the other hand, sulfenamides smoothly add to electron-deficient alkynes by [RuCl_2(CO)_3]_2 or Ru_3(CO)_<12> catalyst to give the corresponding polyfunctional alkenes in high yield with high regio-and stereoselectivity (Z 100%). Recently, we have also reported the novel zerovalent ruthenium complex Ru(η_6-cot)(dmfm)2, which showed high catalytic activity in a unique dimerization of 2,5 norbornadiene to novel half-cage compounds, PCTD [pentacyclo[6.6.0.0^<2,6> 0^<3,13> 0^<10,14>]tetradeca-4,11-diene]. During our further investigation of the reactivity of this complex, we found that the reaction with p-quinones gave Ru(η^6-cot)(ρ-quinone) complexes and the reaction with arenes gave novel (η6-arene)Ru(dmfm)2 complex, as well as the formation of Ru(dmfm)2(N-N'-N") complexes by the reactions with tridentate pyridyl ligands such as 2,2':6',2"-terpyridine (N-N'-N"). All reactions proceeded via the direct ligand exchange reactions of cot andlor dmfm in Ru(η^6-cot)(dmfm)_2, and the new complexes prepared here can be expected as efficient catalysts for heterofunctionalization of unsaturated compounds.
  • Grant-in-Aid for Scientific Research (B), 2001, 2003, 13555246, Novel Ruthenium-Catalyzed Synthesis of Polycarboxylic Acid Derivatives, MITSUDO Take-aki; URA Yasuyuki; WADA Kenji; KONDO Teruyuki, Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (B), KYOTO UNIVERSITY, 13600000, 13600000, Both aliphatic and aromatic polycarboxylic acid derivatives are highly important intermediates in chemical industry. In this study, we developed the following novel ruthenium-catalyzed syntheses of polycarboxilic acid derivatives involving cross-coupling and cycloaddition reactions. First, pyranopyrandiones were prepared by a novel ruthenium-catalyzed carbonylative dimerization of cyclopropenones via C-C bond cleavage. For example, treatment of dipropylcyclopropenone with a catalytic amount of Ru_3(CO)_<12> and NEt_3 in THF under 15 atm of carbon monoxide at 140℃ for 20 h gave a novel functional monomer, 3,4,7,8-tetrapropylpyrano[6,5-e]pyran-2,6-dione, in an isolated yield of 81%. Unsymmetrically substituted pyranopyrandiones were also obtained by ruthenium-catalyzed carbonylative coupling of cyclopropenones with alkynes under similar reaction conditions. All pyranopyrandiones prepared in this study are new compounds, which are quite attractive as novel functional monomers due to their characteristic physical and chemical properties. Then, a catalyst system consisting, of Cp*RuCl(cod)/PPh_3 [Cp* = pentamethylcyclopentadienyl, cod 1,5-cyclooctadiene] for the novel cross-benzannulation of 2 equip of dialkyl acetylenedicarboxylate with an allylic compound has been developed. As an example, the reaction of dimethyl acetylenedicarboxylate with allyl alcohol in the presence of 4 mol % Cp*RuCl(cod) and PPh_3 under reflux in toluene for 5 h gave tetramethyl 5-methyl-1,2,3,4-benzenetetracarboxylate in an isolated yield of 84%. Furthermore, a highly chemoselective intermolecular [2 + 2 + 2] cycloaddition of 2 eqiv of terminal alkynes with dimethyl acetylenedicarboxylate, which enables the straightforward synthesis of dialkylated o-phthalates, was successfully accomplished using a ruthenium catalyst, Cp*RuCl(cod). The co-cyclotrimerization of alkynes and acetylenedicarboxylates usually affords 1:2 adducts (1,2,3,4-benzenetetracarboxylates), however, in the present reaction 2:1 adducts (o-phthalates) are the major products unprecedentedly. Recently, we have also reported the novel zerovalent ruthenium complex Ru(η^6-cot)(dmfm)_2, which showed high catalytic activity in a unique dimerization of 2,5-norbornadiene to novel half-cage compounds, PCTD [pentacyclo[6.6.0.0^<2,6>.0^<3,13>.0^<10,14>]tetradeca-4,11-diene]. During our further investigation of the reactivity of this complex, we found that the reaction with p-quinones gave Ru(η^6-cot)(p-quinone) complexes, while the reaction with arenes gave novel (η^6-arene)Ru(dmfm)_2 complex. All reactionsproceeded via the direct ligand exchange reactions of cot and/or dmfm in Ru(η^6-cot)(dmfm)_2, and the new complexes prepa-red here can be expected as efficient catalysts for the synthesis of aliphatic and aromatic polycarboxylic acid derivatives.
  • 特別研究員奨励費, 2000, 2001, 00J06895, ポリフェニレン骨格を有するポリマーの選択的合成法の開発, 浦 康之, 日本学術振興会, 科学研究費助成事業 特別研究員奨励費, 2000000, 2000000
  • 01 Apr. 2018, 31 Mar. 2023, 18H03914
  • 01 Apr. 2018, 31 Mar. 2023, 18H03914
  • 01 Apr. 2018, 31 Mar. 2021, 18K05122
  • 01 Apr. 2018, 31 Mar. 2021, 18K05122, Principal investigator
  • 01 Apr. 2016, 31 Mar. 2018, 16H01028, Principal investigator
  • Grant-in-Aid for Scientific Research (C), Apr. 2021, Mar. 2024, 21K05056, Principal investigator, ホスホリル配位子と遷移金属による協同反応場の開発および環境調和型触媒反応への応用, 浦 康之, Japan Society for the Promotion of Science, Grants-in-Aid for Scientific Research Grant-in-Aid for Scientific Research (C), Nara Women's University, 4160000, 3200000, 960000, rm:published_papers;rm:presentations;rm:presentations
  • 01 Apr. 2018, 31 Mar. 2023, 18H03914, Coinvestigator

Ⅲ.社会連携活動実績

1.公的団体の委員等(審議会、国家試験委員、他大学評価委員,科研費審査委員等)

  • Dec. 2021, 9999, Society
  • Mar. 2021, 9999, Society
  • Mar. 2015, Mar. 2017, Society
  • Mar. 2009, Mar. 2015, Society


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