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Development of catalysts for C-S coupling reactions in water

Research Project

Project/Area Number 17K05814
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Inorganic chemistry
Research InstitutionOsaka City University

Principal Investigator

Nishioka Takanori  大阪市立大学, 大学院理学研究科, 准教授 (10275240)

Project Period (FY) 2017-04-01 – 2021-03-31
Project Status Completed (Fiscal Year 2020)
Budget Amount *help
¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000)
Fiscal Year 2019: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000)
Fiscal Year 2018: ¥1,040,000 (Direct Cost: ¥800,000、Indirect Cost: ¥240,000)
Fiscal Year 2017: ¥2,470,000 (Direct Cost: ¥1,900,000、Indirect Cost: ¥570,000)
Keywords硫黄化合物 / 金属錯体 / 糖修飾配位子 / 炭素・硫黄カップリング / 糖 / N-ヘテロ環カルベン / 金属錯体触媒 / 炭素硫黄結合 / 触媒 / 遷移金属触媒 / ヘテロカップリング / 硫黄含有化合物
Outline of Final Research Achievements

Investigation of new catalysts for coupling reactions in water, which is a safer solvent compared with toxic and/or flammable organic solvents, was performed. Sugar units were introduced into metal complex catalysts to enhance their water solubility. Palladium, nickel, and rhodium were used to synthesize metal complexes. The complexes worked as catalysts for carbon-carbon coupling reactions in water but not for carbon-sulfur coupling.
Multinuclear complexes containing sulfide ligands were also synthesized. Electrochemical measurements of these complexes in the presence of alkyl halides suggested their potential of applications for coupling reactions.

Academic Significance and Societal Importance of the Research Achievements

有機化合物の合成に一般的に用いられる有機溶媒は毒性があるものや可燃性のものが多いため、代わりに水を用いることができれば作業環境や環境保全に役立つ。本研究では、水中での有機合成に用いることのできる触媒開発をめざし、金属錯体に水への溶解性が非常に高い糖を導入する合成法を確立した。また、合成した水溶性の金属錯体が、水中での炭素-炭素結合生成反応の触媒として有用であることを明らかにした。
この研究成果は、薬品や化成品の製造における持続可能社会の確立に貢献するものである。

Report

(5 results)
  • 2020 Annual Research Report   Final Research Report ( PDF )
  • 2019 Research-status Report
  • 2018 Research-status Report
  • 2017 Research-status Report
  • Research Products

    (25 results)

All 2020 2019 2018 2017

All Journal Article (2 results) (of which Peer Reviewed: 2 results) Presentation (23 results) (of which Int'l Joint Research: 8 results)

  • [Journal Article] Metal-metal bond formation of triplatinum cores with a silver(I) ion affording a heptanuclear cluster bearing four Pt-Ag bonds2020

    • Author(s)
      Yabune Natsuki、Nakajima Hiroshi、Nishioka Takanori
    • Journal Title

      Dalton Transactions

      Volume: 49 Issue: 23 Pages: 7680-7683

    • DOI

      10.1039/d0dt01227k

    • NAID

      120007099103

    • URL

      https://ocu-omu.repo.nii.ac.jp/records/2019798

    • Related Report
      2020 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Reduction-triggered Ligand Dissociation of Trinuclear Complex Bearing Three Kinds of Metal-ligand Units2019

    • Author(s)
      Yabune Natsuki、Monju Ryosuke、Nakajima Hiroshi、Nishioka Takanori
    • Journal Title

      Chemistry Letters

      Volume: 48 Issue: 12 Pages: 1511-1514

    • DOI

      10.1246/cl.190707

    • NAID

      130007757566

    • URL

      https://ocu-omu.repo.nii.ac.jp/records/2019748

    • Related Report
      2019 Research-status Report
    • Peer Reviewed
  • [Presentation] Synthesis and Property of a Heptanuclear Complex Bearing Two Triplatinum Units Bridged by a Silver(I) Ion2020

    • Author(s)
      N. Yabune, H. Nakajima, T. Nishioka
    • Organizer
      1.日本化学会第100春季年会
    • Related Report
      2020 Annual Research Report
  • [Presentation] Synthesis and Property of a Heptanuclear Complex Bearing Two Triplatinum Units Bridged by a Silver(I) Ion2020

    • Author(s)
      YABUNE Natsuki, NAKAJIMA Hiroshi, NISHIOKA Takanori
    • Organizer
      日本化学会第100春季年会
    • Related Report
      2019 Research-status Report
  • [Presentation] 三種類の金属-配位子ユニットをもつ三核錯体の合成と電気化学的性質2019

    • Author(s)
      籔根 夏希、中島 洋、西岡 孝訓
    • Organizer
      錯体化学会第69回討論会
    • Related Report
      2019 Research-status Report
  • [Presentation] 糖修飾二座キレート型N-ヘテロ環カルベン配位子を有するロジウム錯体の合成と性質2019

    • Author(s)
      高﨑 万里、中島 洋、西岡
    • Organizer
      錯体化学会第69回討論会
    • Related Report
      2019 Research-status Report
  • [Presentation] 白金三核錯体を銀イオンで架橋した七核クラスターの合成と構造2019

    • Author(s)
      籔根 夏希、中島 洋、西岡 孝訓
    • Organizer
      2019年度先端錯体工学研究会年会
    • Related Report
      2019 Research-status Report
  • [Presentation] 二座キレートNHC ニッケル錯体における糖置換基の役割2019

    • Author(s)
      西岡 孝訓、南 健太郎、中島 洋
    • Organizer
      2019年度先端錯体工学研究会年会
    • Related Report
      2019 Research-status Report
  • [Presentation] 三重架橋硫黄配位子をもつ三核錯体の反応と電気化学的性質2019

    • Author(s)
      籔根 夏希、中島 洋、西岡 孝訓
    • Organizer
      高知化学シンポジウム2019
    • Related Report
      2019 Research-status Report
  • [Presentation] プロトン化による電子密度の変化を用いた光応答性CO放出鉄錯体の応答光制御2019

    • Author(s)
      田中聖哉、宮崎夏、廣津昌和、西岡孝訓、中島洋
    • Organizer
      高知化学シンポジウム2019
    • Related Report
      2019 Research-status Report
  • [Presentation] 糖修飾二座キレート型 N-ヘテロ環カルベン配位子を有する錯体の合成とカップリング反応2019

    • Author(s)
      高﨑 万里、中島 洋、西岡 孝訓
    • Organizer
      高知化学シンポジウム2019
    • Related Report
      2019 Research-status Report
  • [Presentation] Reaction of Metal-Sulfide Cores of Trinuclear Complexes2019

    • Author(s)
      YABUNE Natsuki, NAKAJIMA Hiroshi, NISHIOKA Takanori
    • Organizer
      26th International SPACC Symposium
    • Related Report
      2019 Research-status Report
    • Int'l Joint Research
  • [Presentation] Roles of Sugar Substituents in Nickel Complexes Bearing a Chelating Bidentate N-Heterocyclic Carbene Ligand2019

    • Author(s)
      ISHIOKA Takanori, MINAMI Kentaro, NAKAJIMA Hiroshi
    • Organizer
      26th International SPACC Symposium
    • Related Report
      2019 Research-status Report
    • Int'l Joint Research
  • [Presentation] Synthesis, Properties, and Catalytic Ability of Water-soluble Nickel(II) Complexes with Tridentate or Bidentate N-Heterocyclic Carbene Ligands Containing Pyridine and Sugar Moieties2018

    • Author(s)
      M. Tamaki, H. Nakajima, T. Nishioka
    • Organizer
      The 25th International SPACC Symposium
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research
  • [Presentation] Development of Catalysts for Carbon-Sulfur Coupling Reactions Using Pd N-Heterocyclic Carbenes Complexes2018

    • Author(s)
      M. Takasaki, H. Nakajima, T. Nishioka
    • Organizer
      The 25th International SPACC Symposium
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research
  • [Presentation] evelopment of Trinuclear Complexes for Molecular Sensing2018

    • Author(s)
      N. Yabune, H. Nakajima, T. Nishioka
    • Organizer
      The 25th International SPACC Symposium
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research
  • [Presentation] Electrochemical evaluation of reactions for trinuclear complexes with alkyl halides2018

    • Author(s)
      Y. Maeda, Y. Ishida, T. Yasui, K. Takada, T. Nishioka
    • Organizer
      The 25th International SPACC Symposium
    • Related Report
      2018 Research-status Report
    • Int'l Joint Research
  • [Presentation] 光増感部位を導入した混合金属三核錯体の分光学的性質2018

    • Author(s)
      藤澤直輝, 橋本秀樹, 中島洋, 西岡孝訓
    • Organizer
      錯体化学会第68回討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] 異種金属三核錯体の硫黄配位子部位における反応性の電気化学的評価2018

    • Author(s)
      石田裕樹, 前田友梨, 安井孝志, 高田主岳, 西岡孝訓
    • Organizer
      錯体化学会第68回討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] M2M'型異種金属三核錯体と小分子との光反応における分光学的特性評価2018

    • Author(s)
      前田友梨, 高橋実夏子, 石田裕樹, 安井孝志, 高田主岳, 西岡孝訓
    • Organizer
      錯体化学会第68回討論会
    • Related Report
      2018 Research-status Report
  • [Presentation] 含硫黄異種金属三核錯体とアルキルハライドとの反応の電気化学的評価2018

    • Author(s)
      石田裕樹, 前田友梨, 安井孝志, 高田主岳, 西岡孝訓
    • Organizer
      2018年電気化学秋季大会
    • Related Report
      2018 Research-status Report
  • [Presentation] 2つのN-ヘテロ環カルベン部位を有する糖修飾二座及び三座配位子を持つニッケル錯体の触媒能2017

    • Author(s)
      玉置真子, 南健太郎, 中島洋, 西岡孝訓
    • Organizer
      第67回錯体化学討論会
    • Related Report
      2017 Research-status Report
  • [Presentation] N-ヘテロ環カルベン部位を有する糖修飾二座及び三座配位子を持つニッケル錯体の触媒能2017

    • Author(s)
      玉置真子, 南健太郎, 中島洋, 西岡孝訓
    • Organizer
      第67回錯体化学討論会
    • Related Report
      2017 Research-status Report
  • [Presentation] Metal-metal bond formation and cleavage controlled by reversible coordination and dissociation of a two-electron donor2017

    • Author(s)
      T. Nishioka, R. Monju, N. Yabune, Y. Maeda
    • Organizer
      The 24th Internationa SPACC Symposium
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research
  • [Presentation] Catalytic Ability of Nickel(II) Complexes with Sugar-Coated Tridentate or Bidentate N-Heterocyclic Carbene Ligands2017

    • Author(s)
      M. Tamaki, K. Minami, H. Nakajima, T. Nishioka
    • Organizer
      The 24th Internationa SPACC Symposium
    • Related Report
      2017 Research-status Report
    • Int'l Joint Research

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Published: 2017-04-28   Modified: 2022-01-27  

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