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Development of highly active zerovalent nickel cataIysts from stable divalent complexes bearing novel carbene ligands

Research Project

Project/Area Number 19750084
Research Category

Grant-in-Aid for Young Scientists (B)

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionFukuoka University

Principal Investigator

MATSUBARA Kouki  Fukuoka University, 理学部, 准教授 (00294984)

Project Period (FY) 2007 – 2008
Project Status Completed (Fiscal Year 2008)
Budget Amount *help
¥3,710,000 (Direct Cost: ¥3,200,000、Indirect Cost: ¥510,000)
Fiscal Year 2008: ¥2,210,000 (Direct Cost: ¥1,700,000、Indirect Cost: ¥510,000)
Fiscal Year 2007: ¥1,500,000 (Direct Cost: ¥1,500,000)
Keywords触媒設計・反応 / ニッケル(O)錯体 / 高活性触媒 / ニッケル(0)錯体 / ニッケル(I)錯体 / 2,6-置換アニリン / ヘテロ環状カルベン
Research Abstract

ニッケル触媒の新規合成法の開発に成功し、ハロゲン化アリール類との反応を試みることで、多くの触媒反応において重要とされる素反応の一端を解明することができた。その結果、触媒反応が一般的に提唱されている経路とは異なる経路で効率的に進むことも明らかにした。一方、新規触媒反応の開拓として、フルオロアルカンの活性化反応を試みたところ、ニッケル錯体を加えない場合に新たな活性化反応が起こることを明らかにした。新規配位子の合成研究では、有効な配位子の発明には至らなかったが、合成の過程において新しい化学反応を見出すことができた。

Report

(3 results)
  • 2008 Annual Research Report   Final Research Report ( PDF )
  • 2007 Annual Research Report
  • Research Products

    (21 results)

All 2009 2008 2007

All Journal Article (8 results) (of which Peer Reviewed: 8 results) Presentation (13 results)

  • [Journal Article] "Preparation of New 2,6-Diamino Anilines and o-Amine-Assisted Cannizzaro Reaction of Glyoxal with the Anilines"2009

    • Author(s)
      Yuhki Irie, Yuji Koga, Taisuke Matsumoto, Kouki Matsubara
    • Journal Title

      European Journal of Organic Chemistry

      Pages: 2243-2250

    • Related Report
      2008 Final Research Report
    • Peer Reviewed
  • [Journal Article] "C-F Bond Cleavage Reactions of Fluoroalkanes with Magnesium Reagents and without Metal Catalysts"2009

    • Author(s)
      Kouki Matsubara, Tomoka Ishibashi, Yuji Koga
    • Journal Title

      Organic Letters 11

      Pages: 1765-1768

    • Related Report
      2008 Final Research Report
    • Peer Reviewed
  • [Journal Article] C-F Bond Cleavage Reactions of Fluoroalkanes with Magnesium Reagents and without Metal Catalysts2009

    • Author(s)
      K. Matsubara, T. Ishibashi, Y. Koga
    • Journal Title

      Organic Letters 11

      Pages: 1765-1768

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Preparation of New 2,6-Diamino Anilines and o-Amine-Assisted Cannizzaro Reaction of Glyoxal with the Anilines2009

    • Author(s)
      Y. Irie, Y. Koga, T. Matsumoto, K. Matsubara
    • Journal Title

      European Journal of Organic Chemistry

      Pages: 2243-2250

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] "A Stable Unsaturated Nickel(0) NHC Catalyst: Facile Preparation and Structure of Ni(0)(NHC)2, Featuring a Reduction Process from Ni(II)(NHC)(acac)2",2008

    • Author(s)
      Kouki Matsubara, Satoshi Miyazaki, Yuji Koga, Yoshinori Nibu, Takaaki Hashimura, Taisuke Matsumoto,
    • Journal Title

      Organometallics 27

      Pages: 6020-2024

    • Related Report
      2008 Final Research Report
    • Peer Reviewed
  • [Journal Article] "Nickel-NHC-Catalyzed a-Arylatior. of Acyclic Ketones and Amination of Haloarenes and Unexpected Preferential Amination of 4-Aminopropiophenone"2007

    • Author(s)
      Kouki Matsubara, Keita Ueno, Yuji Koga Kenji Hara,
    • Journal Title

      The Journal of Organic Chemistry 72

      Pages: 5069-5076

    • Related Report
      2008 Final Research Report
    • Peer Reviewed
  • [Journal Article] Nickel-NHC-Catalyzed c-Arylatien of Acyclic Ketones and Amination of Haloarenes, and Unexpected Preferential Amination of 4-Aminopr opiophenone2007

    • Author(s)
      Kouki Matsubarg, Keita Ueno, Yuji Koga, Kenji Hara
    • Journal Title

      The Journal of Organic Chemistry 72

      Pages: 5069-5076

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Ruthenium Polyhydrido Clusters Having a Bridging Alkylzinc Group, [(η^5-C_5Me_5)Ru(μ-H)]_3(μ_3-ZnR)_n(μ_3-H)_<2-n> and[(η^5-C_5Me_5)Ru]_2(μ-ZnR)_n(μ-H)_<4-n> (R=Me and Et; n= 1 and 2)2007

    • Author(s)
      Masato Ohashi, Kouki Matsubara, Hiroharu Suzuki
    • Journal Title

      Organometallics 26

      Pages: 2330-2339

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Presentation] 金属を用いないフルオロアルカンのGrignardクロスカップリング反応2009

    • Author(s)
      石橋朋果、古賀裕二、松原公紀
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      日本大学船橋キャンパス
    • Year and Date
      2009-03-30
    • Related Report
      2008 Annual Research Report
  • [Presentation] N-ヘテロ環状カルベン配位子を持つニッケルO価錯体とハロゲン化アリールの反応2009

    • Author(s)
      宮崎智史、古賀裕二、松原公紀
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      日本大学船橋キャンパス
    • Year and Date
      2009-03-28
    • Related Report
      2008 Final Research Report
  • [Presentation] N-ヘテロ環状カルベン配位子を持つニッケル0価錯体とハロゲン化アリールの反応2009

    • Author(s)
      宮崎智史、古賀裕二、松原公紀
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      日本大学船橋キャンパス
    • Year and Date
      2009-03-28
    • Related Report
      2008 Annual Research Report
  • [Presentation] 新規2,6-ジアミノアニリンの合成とその反応2008

    • Author(s)
      江祐樹、古賀裕二、松原公紀
    • Organizer
      第35回有機典型元素化学討論会
    • Place of Presentation
      首都大学東京
    • Year and Date
      2008-12-11
    • Related Report
      2008 Annual Research Report 2008 Final Research Report
  • [Presentation] "Preparation and Structure of a Stable Catalyst, Ni(0)(NHC)2, Featuring a Reduction Processfrom New Ni(II)(NHC)(acac)2"2008

    • Author(s)
      K. Matsubara, S. Miyazaki, and Y. Koga,
    • Organizer
      第55回有機金属化学討論会
    • Place of Presentation
      大阪府立大学
    • Year and Date
      2008-09-30
    • Related Report
      2008 Final Research Report
  • [Presentation] Preparation and Structure of a Stable Catalyst, Ni(O)(NHC)_2, Featuring a Reduction Process from New Ni(II)(NHC)(acac)_22008

    • Author(s)
      K. Matsubara, S. Miyazaki, and Y. Koga
    • Organizer
      第55回有機金属化学討論会
    • Place of Presentation
      大阪府立大学
    • Year and Date
      2008-09-30
    • Related Report
      2008 Annual Research Report
  • [Presentation] Ni(acac)2(NHC)の合成と構造,O価錯体への還元反応および触媒的クロスカップリング2008

    • Author(s)
      松原公紀、宮崎智史、石橋朋果、古賀裕二
    • Organizer
      第25回有機合成化学セミナー
    • Place of Presentation
      阿蘇プラザホテル
    • Year and Date
      2008-09-09
    • Related Report
      2008 Final Research Report
  • [Presentation] ニッケル(O)NHC錯体への簡便な合成法の開拓と構造2008

    • Author(s)
      宮崎智史・松原公紀・古賀裕二
    • Organizer
      第25回有機合成化学セミナー
    • Place of Presentation
      阿蘇プラザホテル
    • Year and Date
      2008-09-09
    • Related Report
      2008 Final Research Report
  • [Presentation] Ni(acac)2(NHC)の合成と構造,0価錯体への還元反応および触媒的クロスカップリング2008

    • Author(s)
      松原公紀、宮崎智史、石橋朋果、古賀裕二
    • Organizer
      第25回有機合成化学セミナー
    • Place of Presentation
      阿蘇プラザホテル
    • Year and Date
      2008-09-09
    • Related Report
      2008 Annual Research Report
  • [Presentation] 金属を用いないフルオロアルカンのGrignardクロスカップリング反応2008

    • Author(s)
      石橋朋果、古賀裕二、松原公紀、
    • Organizer
      日本化学会第89春季年会
    • Place of Presentation
      日本
    • Year and Date
      2008-03-30
    • Related Report
      2008 Final Research Report
  • [Presentation] ニッケル(0)NHC錯体への簡便な合成法の開拓と構造2008

    • Author(s)
      宮崎智史・松原公紀・古賀裕二
    • Organizer
      日本化学会88春季年会
    • Place of Presentation
      立教大学池袋キャンパス
    • Year and Date
      2008-03-28
    • Related Report
      2007 Annual Research Report
  • [Presentation] 2,6-位にアミンを有するアニリン類の合成と反応2008

    • Author(s)
      入江祐樹、松原公紀、古賀裕二
    • Organizer
      日本化学会第88春季年会
    • Place of Presentation
      立教大学池袋キヤンパス
    • Year and Date
      2008-03-27
    • Related Report
      2008 Final Research Report
  • [Presentation] 2,6-位にアミンを有するアニリン類の合成と反応2008

    • Author(s)
      入江祐樹・松原公紀・古賀裕二
    • Organizer
      日本化学会88春季年会
    • Place of Presentation
      立教大学池袋キャンパス
    • Year and Date
      2008-03-27
    • Related Report
      2007 Annual Research Report

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Published: 2007-04-01   Modified: 2016-04-21  

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