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Synthesis of Bimetallic Complexes Activated by Tridentate Ligands

Research Project

Project/Area Number 18065011
Research Category

Grant-in-Aid for Scientific Research on Priority Areas

Allocation TypeSingle-year Grants
Review Section Science and Engineering
Research InstitutionNagoya University

Principal Investigator

NISHIYAMA Hisao  Nagoya University, 大学院・工学研究科, 教授 (40135421)

Project Period (FY) 2006 – 2009
Project Status Completed (Fiscal Year 2009)
Budget Amount *help
¥32,400,000 (Direct Cost: ¥32,400,000)
Fiscal Year 2009: ¥8,100,000 (Direct Cost: ¥8,100,000)
Fiscal Year 2008: ¥8,100,000 (Direct Cost: ¥8,100,000)
Fiscal Year 2007: ¥8,100,000 (Direct Cost: ¥8,100,000)
Fiscal Year 2006: ¥8,100,000 (Direct Cost: ¥8,100,000)
Keywords合成化学 / 触媒化学 / 不斉合成 / 協奏機能 / 有機金属 / 炭素炭結合形成 / 不斉触媒 / オキサゾリン / 協奏触媒 / 炭素炭素結合形成 / アルドール反応 / ロジウム / 鉄触媒
Research Abstract

On the basis of Concerto Catalysis, new types of tridentate nitrogen-based ligands have been developed to show high catalytic activities in the combination of rhodium and ruthenium atoms. The catalysts exhibited high efficiencies in product and optical yields for reduction- or C-H bond activation based asymmetric carbon bond formations such as reductive aldol couplings, asymmetric hydrogenation, asymmetric transfer hydrogenation, asymmetric cyclopropanation, asymmetric direct aldol reaction.

Report

(6 results)
  • 2009 Annual Research Report   Final Research Report ( PDF )
  • 2008 Annual Research Report   Self-evaluation Report ( PDF )
  • 2007 Annual Research Report
  • 2006 Annual Research Report
  • Research Products

    (37 results)

All 2010 2009 2008 2007 2006

All Journal Article (25 results) (of which Peer Reviewed: 20 results) Presentation (8 results) Book (4 results)

  • [Journal Article] Bis(oxazolinyl)phenyl Transition-metal Complexes: Asymmetric Catalysis and Some Reactions of the Metals2010

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

      Chem. Commun 46

      Pages: 203-212

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Iron- and Cobalt Catalyzed Asymmetric Hydrosilylation of Ketones and Enones with Bis(oxazolinylphenyl)amine Ligands2010

    • Author(s)
      Inagaki, T.; Le, T.P.; Furuta, A.; Ito, J.; Nishiyama, H.
    • Journal Title

      Chem. Eur. J. 16

      Pages: 3090-3096

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Intermolecular Antiselective and Enantioselective Reductive Coupling of Enones and Aromatic Aldehydes with Rh(Phebox) Catalysts2009

    • Author(s)
      T. Shiomi, T. Adachi, J. Ito, H. Nishiyama
    • Journal Title

      Org. Lett. 11

      Pages: 1011-1014

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] New Bis (oxazolinyl) phenl-Ruthenium Complexes and Their Catalytic Activity for Enanitoselective Hydrogenationa and Transfer Hydrogenation of Ketones2009

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

      Organometallics 28

      Pages: 630-638

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Asymmetric β-Boration of α,β-Unsaturated Carbonyl Compounds Promoted by Chiral Rhiral Rhodium-bisoxazolinyl Catalysts2009

    • Author(s)
      Shiomi, T.; Adaci, T.; Toribatake, K.; Zhou, L.; Nishiyama, H
    • Journal Title

      Chem.Commun.

      Pages: 5987-5989

    • Related Report
      2009 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Intermolecular Antiselective and Enantioselective Reductive Coupling of Enones and Aromatic Aldehydes with Rh(Phebox) Catalysts2009

    • Author(s)
      T.Shiomi, T.Adachi, J.Ito, H.Nishiyama
    • Journal Title

      Org.Lett. 11

      Pages: 1011-1014

    • Related Report
      2008 Self-evaluation Report
    • Peer Reviewed
  • [Journal Article] A New NCN Pincer Ruthenium Complex and its Catalytic Activity for Enantioselective Hydrogenation of Ketones2008

    • Author(s)
      J. Ito, S. Ujiie, H. Nishiyama
    • Journal Title

      Chem. Commun.

      Pages: 1823-1925

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] A New NCN Pincer Ruthenium Complex and its Catalytic Activity for Enantioselective Hydrogenation of Ketones2008

    • Author(s)
      J.Ito, S.Ujiie, H.Nishiyama
    • Journal Title

      Chem.Commun.

      Pages: 1823-1925

    • Related Report
      2008 Self-evaluation Report
    • Peer Reviewed
  • [Journal Article] Felkin-Anh Selectivity in Rh (bisoxazolinylphenyl) Catalyzed Reductive Aldol Coupling Reaction. Asymmetric Synthesis of Stereotriads2008

    • Author(s)
      Hashimoto, T. ; Nishiyama, H, et.al.
    • Journal Title

      Tetrahedron 64

      Pages: 9408-9412

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Amine-assisted C-CI Bond Activation of Aryl Chlorides by a (Phebox) Rh Cloro Complex2008

    • Author(s)
      Ito, J. ; Nishiyama, H, et.al.
    • Journal Title

      Organometallics 27

      Pages: 3312-3315

    • Related Report
      2008 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Chiral Phebox-rhodium complexes as catalysts for asymmetric direct aldol reaction2008

    • Author(s)
      Inoue, H.; Nishiyama, H., et. al.
    • Journal Title

      Tetrahedron 64

      Pages: 493-499

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Intermolecular Asymmetric Reducive Aldol Reaction of Ketones as Acceptors Promoted by Chiral Rh(Phebox)2007

    • Author(s)
      T. Shiomi, H. Nishiyama
    • Journal Title

      Org. Lett. 9

      Pages: 1651-1654

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] An Iron-catalysed Hydrosilylation of Ketones2007

    • Author(s)
      H. Nishiyama, A. Furuta
    • Journal Title

      Chem. Commun.

      Pages: 760-762

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Intermolecular Asymmetric Reducive Aldol Reaction of Ketones as Acceptors Promoted by Chiral Rh(Phebox)2007

    • Author(s)
      T.Shiomi, H.Nishiyama
    • Journal Title

      Org. Lett. 9

      Pages: 1651-1654

    • Related Report
      2008 Self-evaluation Report
    • Peer Reviewed
  • [Journal Article] An Iron-catalysed Hydrosilylation of Ketones2007

    • Author(s)
      H.Nishiyama, A.Furuta
    • Journal Title

      Chem. Commun.

      Pages: 760-762

    • Related Report
      2008 Self-evaluation Report
    • Peer Reviewed
  • [Journal Article] Asymmetric synthesis of alpha-chiral dihydrocinnamates by catalytic reductive aldol coupling and subsequent dehydroxylation2007

    • Author(s)
      Hashimoto, T.; Nishiyama, H., et. al.
    • Journal Title

      Tetrahedron 63

      Pages: 12883-12887

    • Related Report
      2007 Annual Research Report
    • Peer Reviewed
  • [Journal Article] Synthesis and use of bisoxazolinyl-phenyl pincers2007

    • Author(s)
      Nishiyama, H.
    • Journal Title

      Chem. Soc. Rev. (印刷中)

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Carbon-Hydrogen Bond Activation of Arenes by (Phebox)Rh(III) Acetate Complex2007

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

      Eur. J. Inorg. Chem.

      Pages: 1114-1119

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Intermolecular Asymmetric Reductive Aldol Reaction of Ketones as Acceptors Promoted by Chiral Rh(Phebox)Catalyst2007

    • Author(s)
      Shiomi, T., Nishiyama, H.
    • Journal Title

      Org. Lett. (印刷中)

    • Related Report
      2006 Annual Research Report
  • [Journal Article] A Carbon-Carbon Bond Formation on Bis(oxazolinyl)phenyl-Rhodium Complex in Reduction and Oxidative Sequence2006

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

      Organometallics 25

      Pages: 5216-5218

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] Efficient Preparation of New RHodium- and Iridium-[bis(oxazolinyl)-3, 5-dimethyl] Complexes by C-H Bond Activation. An Application in Asymmetric Catalysis2006

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

      Adv. Synth. Catal. 348

      Pages: 1235-1240

    • Related Report
      2009 Final Research Report
    • Peer Reviewed
  • [Journal Article] A Carbon-Carbon Bond Formation on Bis(oxazolinyl)phenyl-Rhodium Complex in Reduction and Oxidative Sequence2006

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

      Organometallics 25

      Pages: 5216-5218

    • Related Report
      2008 Self-evaluation Report
    • Peer Reviewed
  • [Journal Article] Efficient Preparation of New RHodiumand Iridium-[bis(oxazolinyl)-3,5-dimethyl] Complexes by C-H Bond Activation. An Application in Asymmetric Catalysis2006

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

      Adv.Synth.Catal. 348

      Pages: 1235-1240

    • Related Report
      2008 Self-evaluation Report
    • Peer Reviewed
  • [Journal Article] A Carbon-Carbon Bond Formation on Bis(oxazolinyl)phenyl-Rhodium Complex in Reduction and Oxidative Addition Sequence2006

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

      Organometallics 25

      Pages: 5216-5218

    • Related Report
      2006 Annual Research Report
  • [Journal Article] Efficient Preparation of New Rhodium- and Iridium-[bis(oxazolinyl)-3,5-dimethyiphenyl] Complexes by C-H Bond Activation. An Application in Asymmetric Catalysis2006

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

      Adv. Synth. Catal. 348

      Pages: 1235-1240

    • Related Report
      2006 Annual Research Report
  • [Presentation] 光学活性Phebox-Ru錯体を触媒とするアルキンとアルデヒドの不斉アルキニル化2009

    • Author(s)
      浅井良介, 伊藤淳一, 西山久雄
    • Organizer
      第56回有機金属化学討論会
    • Place of Presentation
      同志社大学, 京都市
    • Year and Date
      2009-09-09
    • Related Report
      2009 Final Research Report
  • [Presentation] 含窒素不斉配位子を用いるケトンの触媒的還元反応2008

    • Author(s)
      稲垣智彦, 古田章弘, 山田容子, 伊藤淳一, 西山久雄
    • Organizer
      第102回触媒討論会
    • Place of Presentation
      名古屋大学, 名古屋市
    • Related Report
      2009 Final Research Report
  • [Presentation] 光学活性Phebox-Ru錯体の合成と反応性2008

    • Author(s)
      氏家諭史, 伊藤淳一, 西山久雄
    • Organizer
      日本化学会第88春季年会
    • Place of Presentation
      立教大学, 東京都豊島区
    • Related Report
      2009 Final Research Report
  • [Presentation] 光学活性Phebox-Ru錯体の合成と反応性2008

    • Author(s)
      氏家諭史、伊藤淳一、西山久雄
    • Organizer
      日本化学会第88春季年会
    • Related Report
      2008 Self-evaluation Report
  • [Presentation] 不斉還元アルドール反応ー脱ヒドロキシル化連続反応によるα置換ジヒドロケイ皮酸誘導体の合成2007

    • Author(s)
      橋本徹, 西山久雄
    • Organizer
      日本化学会第87回春季年会
    • Place of Presentation
      関西大学, 大阪府吹田市
    • Related Report
      2009 Final Research Report
  • [Presentation] 不斉還元アルドール反応ー脱ヒドロキシル化連続反応によるα置換ジヒドロケイ皮酸誘導体の合成2007

    • Author(s)
      橋本徹、西山久雄
    • Organizer
      日本化学会第87回春季年会
    • Related Report
      2008 Self-evaluation Report
  • [Presentation] 不斉オキサゾリンーロジウム錯体を用いる還元的アルドール反応2006

    • Author(s)
      塩見拓史, 伊藤淳一, 西山久雄
    • Organizer
      第37回中部化学関係学協会支部連合秋季大会
    • Place of Presentation
      愛知工業大学, 愛知県豊田市
    • Related Report
      2009 Final Research Report
  • [Presentation] 不斉オキサゾリンーロジウム錯体を用いる還元的アルドール反応2006

    • Author(s)
      塩見拓史、伊藤淳一、西山久雄
    • Organizer
      第37回中部化学関係学協会支部連合秋季大会
    • Related Report
      2008 Self-evaluation Report
  • [Book] Transition-metal Lewis Acids: From Vanadium to Platinum(H. Yamamoto, K. Ishihara, Acid Catalysis in Modern Organic Synthesis)2008

    • Author(s)
      S, Iwasa, H. Nishiyama
    • Publisher
      Wiley-VCH Verlag GmbH & Co. KGaA
    • Related Report
      2009 Final Research Report
  • [Book] Transition-metal Lewis Acids : From Vanadium to Platinum, "Acid Catalysis in Modern Organic Synthesis",2008

    • Author(s)
      S,Iwasa, H.Nishiyama
    • Publisher
      Eds.H.Yamamoto, K.Ishihara, Wiley-VCH Verlag GmbH & Co.KGaA, Weinheim
    • Related Report
      2008 Self-evaluation Report
  • [Book] Reductive Aldol, Michael, and Mannich Reactions(M.J. Krische, Top. Curr. Chem.: Metal Catalyzed Reductive C-C Bond Formation)2007

    • Author(s)
      H. Nishiyama, T. Shiomi
    • Total Pages
      279
    • Publisher
      Springer-Verlag
    • Related Report
      2009 Final Research Report
  • [Book] Reductive Aldol, Michael, and Mannich Reactions, "Top. Curr. Chem. : Metal Catalyzed Reductive C-C Bond Formation"2007

    • Author(s)
      H.Nishiyama, T.Shiomi
    • Publisher
      M.J.Krische, Springer-Verlag, Berlin, 279
    • Related Report
      2008 Self-evaluation Report

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Published: 2006-04-01   Modified: 2018-03-28  

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