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Activation of Oxygen-containing organic compounds by electron deficient palladium complexes

Research Project

Project/Area Number 08455421
Research Category

Grant-in-Aid for Scientific Research (B)

Allocation TypeSingle-year Grants
Section一般
Research Field Synthetic chemistry
Research InstitutionTohoku University

Principal Investigator

INOUE Yoshio  Tohoku University, Graduate School of Engineering Professor, 大学院・工学研究科, 教授 (50005518)

Co-Investigator(Kenkyū-buntansha) OI Shuichi  Tohoku University, Graduate School of Engineering Lecturer, 大学院・工学研究科, 講師 (00241547)
Project Period (FY) 1996 – 1998
Project Status Completed (Fiscal Year 1998)
Budget Amount *help
¥7,800,000 (Direct Cost: ¥7,800,000)
Fiscal Year 1998: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 1997: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 1996: ¥6,000,000 (Direct Cost: ¥6,000,000)
Keywordscationic palladium complex / cationic rhodium complex / carbon monoxide / hydroesterification / hetero Diels-Alder reaction / arylstannanes / パラジウム錯体 / カチオン性錯体 / Diels-Alder反応 / ロジウム錯体 / ヘテロDiels‐Alder反応 / スチレン / ジエン / ジエノフィル / ヒドロエステル化反応
Research Abstract

1. Exploitation of new reactions catalyzed by cationic palladium complexes.
(1) Hetero Diels-Alder reaction of non-activated dienes with aldehydes has been found to be catalyzed by cationic palladium complexes.
(2) Regioselective hydroesterification of styrene has been found to be catalyzed by cationic palladium complexes.
(3) Novel cyclocarbonylation of 3-butyn-1-ol has been found to be catalyzed by cationic palladium complexes.
(4) Selective synthesis of fulgides via carbonylation of 1,4-diols has been found In be catalyzed by cationic palladium complexes.
(5) Novel di- and trimerization of strained alkenes and carbon monoxide has been found to be catalyzed by cationic palladium complexes.
2. Exploitation of new reactions catalyzed by cationic rhodium complexes.
(1) Novel arylation of aldehydes with arylstannanes has been found to be catalyzed by cationic rhodium complexes.
(2) Conjugate arylation of alpha, beta-unsaturated ketones with arylstannanes has been found to be catalyzed by cationic rhodium complexes.

Report

(4 results)
  • 1998 Annual Research Report   Final Research Report Summary
  • 1997 Annual Research Report
  • 1996 Annual Research Report
  • Research Products

    (28 results)

All Other

All Publications (28 results)

  • [Publications] S.Oi: "Cationic Palladium(II) Complex-Catalyzed Hetero Diels-Alder Reaction of Dienes with Aldehydes" Tetrahedron Letters. 37. 6351-6354 (1996)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Oi: "Regioselective hydroesterfication of styrene catalyzed by cationic palladium(II) complexes under mild conditions" Journal of Molecular Catalysis, A : Chemical. 115. 289-295 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Oi: "Rhodium-catalysed arylation of aldehydes with arylstannanes" Chemical Communications. 1621-1622 (1997)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Tezuka: "Cationic palladium complex-catalyzed cyclocarbonylation of 3-butyn-1-ols" Journal of Molecular Catalysis, A : Chemical. 129. 199-206 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Oi: "A Cationic Palladium(II) Complex-Catalyzed Diel-Alder Reaction" Tetrahedron Letters. 39. 6253-6256 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Oi: "Rhodium-catalysed Conjugate Addition of Arylstannanes to α, β-Unsaturated Ketones and esters" Chemistry Letters. 83-84 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] 松下康一: "カチオン性パラジウム錯体を用いた2-ブチン-1, 4-シオール類のカルボニル化によるフルギド類の合成" 日本化学会誌. 6. 447-449 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Shuichi Oi: "Rhodium-catalysed direct ortho arylation of 2-arylpyridines with arylstannanes via C-H activation" Chemical Communications. 1998. 2439-2440 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] T.Kawaguchi: "Reaction of carbon monoxide with Strained alkenes catalyzed by a cationic palladium(II) complex" Journal of Molecular Catalysis, A ; Chemical. 印刷中.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Oi, K.Kashiwagi, E.Terada, K.Ohuchi, and Y.Inoue: "Cationic Palladium (II) Complex-Catalyzed Hetero Diels-Alder Reaction of dienes with Aldehydes" Tetrahedron Letters. 37. 6351-6354 (1996)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Oi, M.Nomura, T.Aiko, Y.Inoue: "Regioselective hydroesterification of styrene catalyzed by cationic palladium (II) complexes under mild conditions" Journal of Molecular Catalysis, A : Chemical. 115. 289-295 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Oi, M.Mora and Y.Inoue: "Rhodium-catalyzed srylation of aldehydes with arystannanes" Chemical Communications. 1621-1622 (1997)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Tezuka, Y.Ishizaki, Y.Inoue: "Cationic palladium complex-catalyzed cyclocarbonylation of 3-butyn-1-ols" Journal of Molecular Catalysis, A : Chemical. 129. 199-206 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Oi, K.Kashiwagi and Y.Inoue: "A Cationic Palladium (II) complex-Catalyzed Diels-Alder Reaction" Tetrahedron Letters. 39. 6253-6256 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Oi, M.Moro, S.Ono, and Y.Inoue: "Rhodium-catalysed Conjugate Addition of Arylstannanes to alpha, beta-Unsaturated Ketones and Esters" Chemistry Letters. 83-84 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] K.Matsushita, K.Uemura, T.kawaguchi, S.Oi and Y.Inoue: "Synthesis of Fulgides via Carbonylation of 2-Butyne-1,4-diols Catalyzed by Cationic Palladium Complexes" Nihon Kagaku Kaishi. 447-449 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Oi, S.Fukita and Y.Inoue: "Rhodium-catalysed direct ortho arylation of 2-arylpyridines with arylstannanes via C-H activation" Chemical Communications. 2439-2440 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] T.Kawaguchi, M.Kanno, T.yanagihara Y.Inoue: "Reaction of carbon monoxide with strained alkenes catalyzed by a cationic palladium (II) complex" Journal of Molecular Catalysis, A : Chemical. (in press).

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] 松下康一: "カチオン性パラジウム錯体を用いた2-ブチン-1,4-ジオール類のカルボニル化によるフルギド類の合成" 日本化学会誌. 6. 447-449 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Shuichi Oi: "Rhodium-catalysed direct ortho arylation of 2-arylpyridines with arylstannanes via C-H activation" Chemical Communications. 1998. 2439-2440 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Shuichi Oi: "A Cationic Palladium(II)Complex-Catalyzed Diels Alder Reaction" Tetrahedron Letters. 39. 6253-6256 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Kawaguchi: "Reaction of carbon monoxide with strained alkenes catalyzed by a cationic palladium(II)complex" Journal of Molecular Catalysis. (印刷中).

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Oi: "Regioseletive hydroesterification of styrene catalyzed by cationic palladium (II) complexes under mild conditions" Journal of Molecular Catalysis A : Chemical. 115. 289-295 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Shuichi Oi: "Rhodium‐catalyzed arylation of aldehydes with arylstannanes" Chemical Communications. 1621-1622 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Shuichi Oi: "Rhodium‐catalyzed conjugate addition of ary lstannanes to α,β‐unsaturated ketones and esters" Chemistry Letters. 83-84 (1998)

    • Related Report
      1997 Annual Research Report
  • [Publications] K.Tezuka: "Cationic palladium complex-catalyzed cyclocarbonylation of 3-butyn-1-ols" Journal of Molecular Catalysis A : Chemical. (印刷中).

    • Related Report
      1997 Annual Research Report
  • [Publications] S. Oi: "Cationic Palladium (II) Complex-Catalyzed Hetero Diels-Alder Reaction of Dienes with Aldehydes" Tetrahedron Letters. 37.35. 6351-6354 (1996)

    • Related Report
      1996 Annual Research Report
  • [Publications] S. Oi: "Regioselective hydroesterification of styrene catalyzed by cationic palladium (II) complexes under mild conditions" Journal of Molecular Catalysis. 115.2. 289-295 (1997)

    • Related Report
      1996 Annual Research Report

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Published: 1996-04-01   Modified: 2016-04-21  

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