片岡　靖隆KATAOKA Yasutakaカタオカ　ヤスタカ

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プロフィール情報

• 姓

  片岡, カタオカ

• 名

  靖隆, ヤスタカ

学位

• 博士（工学）, 京都大学

研究分野

• ナノテク・材料, 有機合成化学

経歴

• 2005年03月, 奈良女子大学理学部教授
• 2002年02月, 大阪大学大学院基礎工学研究科助教授
• 2000年07月, 大阪大学大学院基礎工学研究科講師
• 1997年04月, 1998年09月, 日本学術振興会海外特別研究員（米国マサチューセッツ工科大学化学科、Buchwald 教授）
• 1998年09月, 大阪大学大学院基礎工学研究科助手
• 1992年04月, 大阪大学基礎工学部助手
• 1990年04月, 1992年03月, 日本学術振興会特別研究員

学歴

• 1992年, 京都大学, 工学研究科, 工業化学専攻
• 1987年, 京都大学, 工学部, 工業化学科

担当経験のある科目（授業）

• 有機化学外国語特論Ⅱ, 奈良女子大学
• 有機立体化学, 奈良女子大学
• 基礎化学Ⅳ, 奈良女子大学
• 脂肪族有機化学, 奈良女子大学
• 機器分析法２, 奈良女子大学
• 機能性分子変換論演習, 奈良女子大学
• 機能性分子変換論, 奈良女子大学
• 反応化学セミナーⅠ, 奈良女子大学
• 有機合成化学, 奈良女子大学
• 化学基礎実験２, 奈良女子大学
• 有機物構造決定法, 奈良女子大学
• 有機反応論, 奈良女子大学
• 化学専門実験２, 奈良女子大学
• 有機化学通論１, 奈良女子大学

所属学協会

• 日本化学会
• 錯体化学会
• 近畿化学協会
• 米国化学会

Ⅱ．研究活動実績

論文

• 査読あり, 日本語, Organometallics, 米国化学会, Synthesis of Pd-NNP Phosphoryl Mononuclear and Phosphinous Acid-Phosphoryl-Bridged Dinuclear Complexes and Ambient Light-Promoted Oxygenation of Benzyl Ligands, 41, 2810, 2821
• 査読あり, 英語, Org. Biomol. Chem., 英国王立化学会, Synthesis of 2-hydroxytetrahydrofurans by Wacker-type oxidation of 1,1-disubstituted alkenes, 20, 570, 574
• 査読あり, 英語, Asian J. Org. Chem., Palladium-Catalyzed Aerobic α,β-Dehydrogenation of Carboxylic Acids, 10, 3285, 3289
• 英語, Chem Commun, 英国王立化学会, Secondary Phosphine Oxide-triggered Selective Oxygenation of a Benzyl Ligand on Palladium, 2020年年　月10日, 56, 12977, 12980, OI: 10.1039/D0CC05572G
• 査読あり, 英語, Organometallics, 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, 2022年09月26日, 41, 19, 2810, 2821, 研究論文（学術雑誌）, 10.1021/acs.organomet.2c00399

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• 査読あり, 英語, Organic & Biomolecular Chemistry, 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., 2021年12月22日, 20, 3, 570, 574, 研究論文（学術雑誌）, 10.1039/d1ob02277f

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• 査読あり, 英語, Asian Journal of Organic Chemistry, Palladium‐Catalyzed Aerobic α,β‐Dehydrogenation of Carboxylic Acids, Ayaka Shibatani; Yasutaka Kataoka; Yasuyuki Ura, 2021年10月13日, 10, 12, 3285, 3289, 研究論文（学術雑誌）, 10.1002/ajoc.202100637

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• 査読あり, その他, 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., 2020年08月06日, 12, 15, 3946, 3955, 研究論文（学術雑誌）, 10.1002/cctc.202000472

  DOI URLScopus URLScopus Citedby URL
• 査読あり, その他, Chem. Commun., Secondary Phosphine Oxide-triggered Selective Oxygenation of a Benzyl Ligand on Palladium, Oka, Sayaka; Shigehiro, Yuma; Kataoka, Yasutaka; Ura, Yasuyuki, 2020年, 56, 12977, 12980
• 査読あり, 英語, ORGANOMETALLICS, Preferential geometry and reactivity of neutral iridium(III) and rhodium(III) complexes bearing a flexible heterochelate PN ligand (PN = o-Ph2PC6H4CH2OCH2C5H4N-2), Takeshi Hara; Tsuneaki Yamagata; Kazushi Mashima; Yasutaka Kataoka, Reactions of [IrCl(coe)(2)](2) (coe = cyclooctene) with 1 equiv of the PN ligand (PN = o-Ph2PC6H4CH2OCH2C5H4N-2) in the presence of several phosphines or pyridine (1 equiv) at room temperature afforded a neutral iridium(III) hydride complex, (PCN-kappa P-3,C,N)Ir(H)(Cl)(L) (PCN = Ph2PC6H4CHOCH2C5H4N) [L = PPh3 (1a), PCy3 (1b), PBu3 (1c), PMePh2 (1d), Py (1e)] in good isolated yield. The PCN ligand is coordinated in a meridional manner, which was confirmed by spectral analyses and X-ray analysis of 1a. The related rhodium(III) hydride complex (PCN-kappa P-3,C,N)Rh(H)(Cl)(L) (PCN = Ph2PC6H4CHOCH2C5H4N) [L = PPh3 (4a), PCy3 (4b)] was also prepared from the reactions of [RhCl(coe)(2)](2) with 1 equiv of the PN ligand in the presence of 1 equiv of PPh3 or PCy3. The structure of 4a and 4b was determined by spectral analyses and X-ray analysis of 4a. In contrast to the iridium complexes, the PCN ligand in the rhodium(III) complexes coordinated to the metal center in a facial manner. A ligand exchange reaction of the PPh3 iridium(III) complex 1a with PCy3 did not proceed well (20% conversion), while a similar reaction of the PPh3 rhodium(III) complex 4a with PCy3 afforded the PCy3 complex 4b quantitatively. We examined the ligand exchange reactions of the iridium(III) and rhodium(III) complexes with various phosphines to explain the different reactivities. Using Tolman's parameter, we demonstrated that the ligand exchange reaction in the iridium(III) complexes bearing the meridional-coordinated PCN ligand is controlled by the steric factor of the phosphines and the ligand exchange reaction in the rhodium(III) complexes bearing the facial-coordinated PCN ligand is controlled by their electronic factors. The meridional coordination of the PCN ligand makes the environment around the iridium center sensitive to the steric nature due to the steric repulsion between the diphenyl group in the PCN ligand and the phosphines. The facial coordination of the PCN ligand decreases their repulsion, and reactivity of the metal center depends on the basicity of the phosphines., 2007年01月, 26, 1, 110, 118, 研究論文（学術雑誌）, 10.1021/om060405d

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MISC

• 査読無し, その他, Organometallics, Oxidative Addition of RCO2H and HX to Chiral Diphosphine Complexes of iridiumu(I): Convenient Syntheses of Mononuclear Halo-Carboxylate Iridium(III) Complexes and Cationic Dinuclear Triply Halogen-Bridged iridium(III) Complexes and their Catalytic Per・・・, 片岡 靖隆; T. Yamagata; H. Tadaoka; M. Nagata; T. Hirao; Y. Kataoka; V. Ratovelomanana-Vidal; J. P. Genet; K. Mashima, Oxidative Addition of RCO2H and HX to Chiral Diphosphine Complexes of iridiumu(I): Convenient Syntheses of Mononuclear Halo-Carboxylate Iridium(III) Complexes and Cationic Dinuclear Triply Halogen-Bridged iridium(III) Complexes and their Catalytic Performance in Asymmetric Hydrogenation of Cyalic Imines and 2-Phenylquinoline, 2006年, 25, 10, 2505, 10.1021/om051065j

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• 査読無し, 英語, ORGANOMETALLICS, AMER CHEMICAL SOC, Oxidative addition of RCO2H and HX to chiral diphosphine complexes of iridium(I): Convenient synthesis of mononuclear halo-carboxylate iridium(III) complexes and cationic dinuclear triply halogen-bridged iridium(III) complexes and their catalytic performance in asymmetric hydrogenation of cyclic imines and 2-phenylquinoline, Tsuneaki Yamagata; Hiroshi Tadaoka; Mitsuhiro Nagata; Tsukasa Hirao; Yasutaka Kataoka; Virginie Ratovelomanana-Vidal; Jean Pierre Genet; Kazushi Mashima, Mononuclear iridium(III) complexes of general formula IrX(H)(O2CR)[(S)-binap] (2, R = CH3; 3, R = Ph; 4, R = C6H4CH3-p; a, X = Cl; b, X = Br; c, X = 1) were prepared by one-pot reaction of [Ir(mu-X)(cod)12 with 2 equiv of (S)-BINAP [=2,2'-bis(diphenylphosphino)-1,1'-binaphthyl] and an excess of the corresponding carboxylic acid in toluene. The structure of (S)-2-4 bearing an (S)-BINAP was confirmed to be OC-6-23-A (Lambda-conformation) by X-ray analysis of (S)4a-c. In this reaction, the iridium(1) complex (I) {Ir(mu-Cl)[(S)-binap]}(2) [(S)-5a] and pentacoordinated iridium(l) complexes IrX(cod)[(S)-binap] [(S)-7b, X = Br; (S)-7c, X = I] were generated prior to the oxidative addition of carboxylic acid. Cationic inuclear iridium(III) complexes of general formula [{Ir(H)[(S)-binap]}(2) (mu-X)(3)]X [(S)-8: a, X = Cl; b, X = Br; c, X = 1] were prepared, and their cationic bifacial octahedral dinuclear structure was characterized by spectral data and combustion analysis. The anionic portion of these complexes could be replaced by NaPF6, leading to the corresponding PF6 salts [{Ir(H)[(S)-binap]}(2)(mu-X)(3)]PF6 [(S)-8: d, X = Cl; e, X = Br; f, X = I]. Iodo-acetate complexes of p-TolBINAP (=2,2'-bis(di-4-tolylphosphino)-1,1'-binaphthyl) [(S)-9c] and SYNPHOS [=2,2',3,3'-tetrahydro(5,5'-bi-1,4-benzodioxin)-6,6'-diyl]bis(diphenylphosphine)] [(S)40c] were also prepared according to the method used for the BINAP complex (S)-2c and were characterized spectroscopically. Cationic dinuclear complexes of p-TolBINAP [(S)-11c] and SYNPHOS [(S)-12c] were also generated. Using these complexes, the effect of halide variation was studied by asymmetric hydrogenation of 2-phenylpyrrolidine (13) and 2-phenyl-4,5,6,7-tetrahydro-3H-azepine (15) along with 2-phenylquinoline (16), and the results indicated that iodide complexes were better catalyst precursors for catalytic activity than the corresponding chloride and bromide complexes, but were not superior in enantioselectivity., 2006年05月, 25, 10, 2505, 2513, 10.1021/om051065j

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• 査読無し, 英語, ORGANIC LETTERS, AMER CHEMICAL SOC, Asymmetric transfer hydrogenation of aryl ketones catalyzed by salt-free two samarium centers supported by a chiral multidentate alkoxy ligand, K Ohno; Y Kataoka; K Mashima, We synthesized a chiral multidentate ligand, (R,R,R,R)-N,N,N',N'-tetra(2-hydroxy-2-phenylethyl)-1,3-xylylene diamine [(R)-2], which can support two metals at adjacent positions. Asymmetric transfer hydrogenation of acetophenone and its derivatives was conducted by using salt-free bimetallic lanthanoid complexes of (R)-2, and the combination of two samarium atoms and (R)-2 was found to be the best catalyst system for asymmetric transfer hydrogenation of aryl ketones in high enantioselectivity (up to >99% ee)., 2004年12月, 6, 25, 4695, 4697, 10.1021/ol048101f

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• 査読無し, 英語, ORGANIC LETTERS, AMER CHEMICAL SOC, Asymmetric transfer hydrogenation of aryl ketones catalyzed by salt-free two samarium centers supported by a chiral multidentate alkoxy ligand, K Ohno; Y Kataoka; K Mashima, We synthesized a chiral multidentate ligand, (R,R,R,R)-N,N,N',N'-tetra(2-hydroxy-2-phenylethyl)-1,3-xylylene diamine [(R)-2], which can support two metals at adjacent positions. Asymmetric transfer hydrogenation of acetophenone and its derivatives was conducted by using salt-free bimetallic lanthanoid complexes of (R)-2, and the combination of two samarium atoms and (R)-2 was found to be the best catalyst system for asymmetric transfer hydrogenation of aryl ketones in high enantioselectivity (up to >99% ee)., 2004年12月, 6, 25, 4695, 4697, 10.1021/ol048101f

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書籍等出版物

• O-H Bond Activation and Addition to Unsaturated Sysems, Wiley-VCH, 片岡靖隆, 分担, 2001年, 171-213, 英語, 査読無し, その他

共同研究・競争的資金等の研究課題

• 遷移金属錯体を利用した有機合成反応の開発, 0, 0, 0, 競争的資金
• 有機金属錯体の合成, 0, 0, 0, 競争的資金