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Development of transition metal catalysts containing polydentate ligands with metal-carbon bonds

Research Project

Project/Area Number 26410114
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeMulti-year Fund
Section一般
Research Field Synthetic chemistry
Research InstitutionNagoya University

Principal Investigator

Ito Jun-ichi  名古屋大学, 工学研究科, 講師 (20402480)

Project Period (FY) 2014-04-01 – 2017-03-31
Project Status Completed (Fiscal Year 2016)
Budget Amount *help
¥5,070,000 (Direct Cost: ¥3,900,000、Indirect Cost: ¥1,170,000)
Fiscal Year 2016: ¥1,300,000 (Direct Cost: ¥1,000,000、Indirect Cost: ¥300,000)
Fiscal Year 2015: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000)
Fiscal Year 2014: ¥1,690,000 (Direct Cost: ¥1,300,000、Indirect Cost: ¥390,000)
Keywords複合多座配位子 / N-ヘテロ環状カルベン配位子 / オキサゾリン配位子 / 不斉触媒反応 / ピンサー錯体 / 遷移金属触媒 / 不斉触媒 / 炭素―炭素結合生成反応 / 水素化反応 / アルキニル化反応 / N-ヘテロ環状カルベン / オキサゾリン / 有機金属錯体 / ピンサー型錯体 / カルベン配位子 / アルキニル化 / ロジウム / 鉄 / NHC / ヒドロシリル化
Outline of Final Research Achievements

This study has investigated the development of highly effective and selective catalysts based on transition metal complexes containing polydentate ligands. In particular, this study has developed new pincer complexes that contained both electron donating N-heterocyclic carbene and chiral oxazoline fragments. This ligand produced transition metal complexes containing Rh and Ru, which displayed high activity in reduction of both aromatic rings and carbonyl groups. In addition, Rh complexes was found to serve as a highly enantioselective catalyst in asymmetric alkynylation reaction of ketones. The Ru complex also showed a catalytic activity in three-component coupling reaction. Fe silyl and stannyl complexes were prepared by oxidative addition of C-Si and C-Sn bonds. The iron silyl complex was found to be active in hydrosilylation of ketones.

Report

(4 results)
  • 2016 Annual Research Report   Final Research Report ( PDF )
  • 2015 Research-status Report
  • 2014 Research-status Report
  • Research Products

    (15 results)

All 2016 2015 2014

All Journal Article (5 results) (of which Peer Reviewed: 5 results,  Acknowledgement Compliant: 5 results) Presentation (10 results) (of which Int'l Joint Research: 1 results,  Invited: 1 results)

  • [Journal Article] Enantioselective Direct Alkynylation of Ketones Catalyzed by Chiral CCN Pincer Rh-III Complexes2016

    • Author(s)
      Ito, J.; Ubukata, S.; Muraoka, S.; Nishiyama, H.
    • Journal Title

      Chemistry-a European Journal

      Volume: 22 Issue: 47 Pages: 16801-16804

    • DOI

      10.1002/chem.201603754

    • NAID

      120005971247

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Synthesis of NHC-Oxazoline Pincer Complexes of Rh and Ru and Their Catalytic Activity for Hydrogenation and Conjugate Reduction2016

    • Author(s)
      Ito, J.; Sugino, K.; Matsushima, S.; Sakaguchi, H.; Iwata, H.; Ishihara, T.; Nishiyama, H.
    • Journal Title

      Organometallics

      Volume: 35 Issue: 11 Pages: 1885-1894

    • DOI

      10.1021/acs.organomet.6b00239

    • NAID

      120005868223

    • Related Report
      2016 Annual Research Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Asymmetric Three Component Coupling Reaction of Alkyne, Enone, and Aldehyde Catalyzed by Chiral Phebox Ruthenium Catalysts2016

    • Author(s)
      Ubukata, Shino; Ito, Jun-Ichi; Oguri, Ryota; Nishiyama, Hisao
    • Journal Title

      The Journal of Organic Chemistry

      Volume: 81 Issue: 8 Pages: 3347-3355

    • DOI

      10.1021/acs.joc.6b00374

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Asymmetric β-Functionalization of Secondary Amine with CH2Cl2 on a Chiral NCN Pincer Rh Complex2015

    • Author(s)
      Ito, J.; Miyakawa, T.; Nishiyama, H.
    • Journal Title

      Journal of Organometallic Chemistry

      Volume: 794 Pages: 318-322

    • DOI

      10.1016/j.jorganchem.2015.07.031

    • Related Report
      2015 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Journal Article] Preparation, Characterization, and Catalytic Reactions of NCN Pincer Iron Complexes Containing Stannyl, Silyl, Methyl, and Phenyl Ligands2015

    • Author(s)
      Ito, J.; Hosokawa, S.; Hairuzana B. K.; Nishiyama, H.
    • Journal Title

      Organometallics

      Volume: 34 Issue: 7 Pages: 1377-1383

    • DOI

      10.1021/acs.organomet.5b00082

    • Related Report
      2014 Research-status Report
    • Peer Reviewed / Acknowledgement Compliant
  • [Presentation] キラルピンサー型錯体触媒の合成と不斉反応への応用2016

    • Author(s)
      伊藤淳一
    • Organizer
      第47回中部化学関係学協会支部連合秋季大会
    • Place of Presentation
      豊橋技術科学大学
    • Year and Date
      2016-10-05
    • Related Report
      2016 Annual Research Report
    • Invited
  • [Presentation] Enantioselective Alkynylation of Activated Ketones Catalyzed by CCN Pincer Rh Complexes2016

    • Author(s)
      伊藤淳一、生方紫野、村岡駿、西山久雄
    • Organizer
      International Symposium on Homogeneous Catalysis XX
    • Place of Presentation
      京都テルサ
    • Year and Date
      2016-07-10
    • Related Report
      2016 Annual Research Report
    • Int'l Joint Research
  • [Presentation] CCN型三座複合配位子を有するルテニウム錯体の合成と反応2015

    • Author(s)
      杉野香奈絵・伊藤淳一・西山久雄
    • Organizer
      第46回中部化学関係学協会支部連合秋季大会
    • Place of Presentation
      三重大学
    • Year and Date
      2015-11-07
    • Related Report
      2015 Research-status Report
  • [Presentation] キラルピンサー型Rh触媒によるケトン類の不斉アルキニル化反応2015

    • Author(s)
      生方紫野・村岡 駿・伊藤淳一・西山久雄
    • Organizer
      第5回CSJ化学フェスタ
    • Place of Presentation
      タワーホール船堀
    • Year and Date
      2015-10-13
    • Related Report
      2015 Research-status Report
  • [Presentation] オキサゾリン-NHCハイブリッド三座配位子を有するRh触媒によるケトン類の不斉アルキニル化反応の開発2015

    • Author(s)
      生方 紫野・伊藤 淳一・西山 久雄
    • Organizer
      第62回有機金属化学討論会
    • Place of Presentation
      関西大学
    • Year and Date
      2015-09-07
    • Related Report
      2015 Research-status Report
  • [Presentation] Phebox-Ru触媒によるアルキン、α,β-不飽和ケトン、アルデヒドの連続的不斉マイケル-アルドール反応2015

    • Author(s)
      生方 紫野・伊藤 淳一・西山 久雄
    • Organizer
      日本化学会 第95春季年会
    • Place of Presentation
      日本大学理工学部船橋キャンパス
    • Year and Date
      2015-03-26 – 2015-03-29
    • Related Report
      2014 Research-status Report
  • [Presentation] CCN型三座配位子を有する不斉ロジウム錯体の合成と不斉反応への応用2014

    • Author(s)
      村岡駿・伊藤淳一・西山久雄
    • Organizer
      第45回 中部化学関係学協会支部連合秋季大会
    • Place of Presentation
      中部大学春日井キャンパス
    • Year and Date
      2014-11-29 – 2014-11-30
    • Related Report
      2014 Research-status Report
  • [Presentation] Ru-(Phebox)触媒を用いた共役アルキニル化/アルドールを経由する不斉三成分カップリング反応2014

    • Author(s)
      生方紫野・小栗良太・伊藤淳一・西山久雄
    • Organizer
      第4回CSJ化学フェスタ2014
    • Place of Presentation
      タワーホール船堀
    • Year and Date
      2014-10-14 – 2014-11-16
    • Related Report
      2014 Research-status Report
  • [Presentation] NCN ピンサー型配位子を有する鉄シリル及びスタニル錯体の合成と反応2014

    • Author(s)
      ハイルザナカリド・細川さとみ・伊藤 淳一・西山 久雄
    • Organizer
      第 61 回 有機金属化学討論会
    • Place of Presentation
      九州大学病院キャンパス
    • Year and Date
      2014-09-23 – 2014-09-25
    • Related Report
      2014 Research-status Report
  • [Presentation] Preparation and Catalytic Reaction of Chiral C,C,N-Pincer Rh Complexes2014

    • Author(s)
      J. Ito, S. Muraoka, H. Iwata, S. Matsushima, and H. Nishiyama
    • Organizer
      ICOMC 20014
    • Place of Presentation
      ロイトン
    • Year and Date
      2014-07-13 – 2014-07-18
    • Related Report
      2014 Research-status Report

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Published: 2014-04-04   Modified: 2018-03-22  

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