Grant-in-Aid for Scientific Research on Innovative AreasPrecise Formation of a Catalyst Having a Specified Field for Use in Extremely Difficult Substrate Conversion Reactions

Takuya Kochi » Japanese

Affiliation Department of Chemistry, Faculty of Science and Technology, Keio University
Position Associate Professor
Contact Email
Speciality Organometallic Chemistry, Synthetic Organic Chemistry, Coordination Chemistry, Polymer Synthesis
Keyword Metal Complexes, Chain-Walking, Asymmetric Catalysis, sp3 C-H Functionalization
Institute Chemical Society of Japan, Society of Synthetic Organic Chemistry, Japan, Society of Polymer Science, Japan, American Chemical Society

Abstract

Asymmetric Functionalization of Unreactive C-H Bonds via Chain Walking Using Precisely Designed Catalysts

Achievement

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Original papers

  • "Carbon–Carbon Bond Formation via Catalytically Generated Aminocarbene Complexes: Rhodium‐Catalyzed Hydroaminative Cyclization of Enynes with Secondary Amines"
    Takano, S.; Shiomi, R.; Morimoto, Y.; Kochi, T.; Kakiuchi, F.
    Angew. Chem. Int. Ed., 2020, , accepted
  • "Catalytic, Directed C–C Bond Functionalization of Styrenes"
    Onodera, S.; Togashi, R.; Ishikawa, S.; Kochi, T.; Kakiuchi, F.
    J. Am. Chem. Soc., 2020, 142(16), 7345-7349
  • "Efficient synthesis of 3,6,13,16-tetrasubstituted-tetrabenzo[a,d,j,m]coronenes by selective C–H/C–O arylations of anthraquinone derivatives"
    Terai, S.; Sato, Y.; Kochi, T.; Kakiuchi, F.
    Beilstein J. Org. Chem., 2020, 16, 544-550
  • "In Situ Generation of Ruthenium Carbonyl Phosphine Complexes as a Versatile Method for Development of Enantioselective C-O Bond Arylation"
    Kondo, H.; Kochi, T.; Kakiuchi, F.
    Chem. Eur. J., 2020, 26(8), 1737-1741
  • "Selective Monoarylation of Aromatic Ketones via C-H Bond Cleavage by Trialkylphosphine Ruthenium Catalysts"
    Suzuki, I.; Kondo, H.; Kochi, T.; Kakiuchi, F.
    J. Org. Chem., 2019, 84(20), 12975-12982
  • "Iron‐Catalyzed ortho-selective C-H Alkylation of Aromatic Ketones with N-Alkenylindoles and Partial Indolylation via 1,4-Iron Migration"
    Kimura, N.; Kochi, T.; Kakiuchi, F.
    Asian. J. Org. Chem., 2019, 8(7), 1115-1117
  • "Synthesis of N-Arylpyrazoles by Palladium-Catalyzed Coupling of Aryl Triflates with Pyrazole Derivatives"
    Onodera, S.; Kochi, T.; Kakiuchi, F.
    J. Org. Chem., 2019, 84(10), 6508-6515
  • "Metal-Catalyzed Sequential Formation of Distant Bonds in Organic Molecules: Palladium-Catalyzed Hydrosilylation/Cyclization of 1,n‐Dienes via Chain Walking"
    Kochi, T.; Ichinose, K.; Shigekane, M.; Hamasaki, T.; Kakiuchi, F.
    Angew. Chem. Int. Ed., 2019, 58(16), 5261-5265
  • "Selective Long-Distance Isomerization of Terminal Alkenes via Nondissociative Chain Walking"
    Yamasaki, Y.; Kumagai, T.; Kanno, S.; Kakiuchi, F.; Kochi, T.
    J. Org. Chem., 2018, 83(16), 9322-9333
  • "Direct Alkenylation of Allylbenzenes via Chelation-Assisted C-C Bond Cleavage"
    Onodera, S.; Ishikawa, S.; Kochi, T.; Kakiuchi, F.
    J. Am. Chem. Soc., 2018, 140(31), 9788-9792
  • "Palladium-Catalyzed C-H Iodination of N-(8-Quinolinyl)benzamide Derivatives Under Electrochemical and Non-Electrochemical Conditions"
    Sano, K.; Kimura, N.; Kochi, T.; Kakiuchi, F.
    Asian J. Org. Chem., 2018, 7(7), 1311-1314
  • "Iron-Catalyzed Regioselective Anti-Markovnikov Addition of C−H Bonds in Aromatic Ketones to Alkenes"
    Kimura, N.; Kochi, T.; Kakiuchi, F.
    J. Am. Chem. Soc., 2017, 139(42), 14849-14852
  • "Synthesis of Fluorine-Containing Tetraarylanthracenes via Ruthenium-Catalyzed C–O or C–F Arylation and their Crystal Structures"
    Izumoto, A.; Kondo, H.; Kochi, T.; Kakiuchi, F.
    Synlett, 2017, 28(19), 2609-2613
  • "Formation of α-Monosubstituted Propargylamines from Terminal Alkynes and Secondary Amines Using a (PNO)Rh/Cu Tandem Catalyst System"
    Takano, S.; Kochi, T.; Kakiuchi, F.
    Chem. Lett., 2017, 46(11), 1620-1623
  • "Palladium-Catalyzed ortho-Selective C–H Chlorination of Benzamide Derivatives under Anodic Oxidation Conditions"
    Konishi, M.; Tsuchida, K.; Sano, K.; Kochi, T.; Kakiuchi, F.
    J. Org. Chem., 2017, 82(16), 8716-8724
  • "Synthesis of Dibenzo[h,rst]pentaphenes and Dibenzo[fg,qr]pentacenes by the Chemoselective C-O Arylation of Dimethoxyanthraquinones"
    Suzuki, Y.; Yamada, K.; Watanabe, K.; Kochi, T.; Ie, Y.; Aso, Y.; Kakiuchi, F.
    Org. Lett., 2017, 19(14), 3791-3794
  • "Selective Monoarylation of Aromatic Ketones and Esters via Cleavage of Aromatic Carbon-Heteroatom Bonds by Trialkylphosphine Ruthenium Catalysts"
    Kondo, H.; Kochi, T.; Kakiuchi, F.
    Org. Lett., 2017, 19(4), 794-797
  • "Ruthenium-Catalyzed Ortho C-H Arylation of Aromatic Nitriles with Arylboronates and Observation of Partial Para Arylation"
    Koseki, Y.; Kitazawa, K.; Miyake, M.; Kochi, T.; Kakiuchi, F.
    J. Org. Chem., 2017, 82(13), 6503-6510
  • "Syntheses of RuHCl(CO)(PAr3)3 and RuH2(CO)(PAr3)3 Containing Various Triarylphosphines and Their Use for Arylation of Sterically Congested Aromatic C-H Bonds"
    Ogiwara, Y.; Miyake, M.; Kochi, T.; Kakiuchi, F.
    Organometallics, 2017, 36(1), 159-164
  • "Synthesis and Reactivity of Phosphine-Quinolinolato Rhodium Complexes: Intermediacy of Vinylidene and (Amino)carbene Complexes in the Catalytic Hydroamination of Terminal Alkynes"
    Takano, S; Kochi, T.; Kakiuchi, F.
    Organometallics, 2016, 35(24), 4112-4125

Review

  • 「Nondissociative Chain Walking as a Strategy in Catalytic Organic Synthesis」 Kochi, T.; Kanno, S.; Kakiuchi, F., Tetrahedron Lett., 60, 150938, 37, 2019
  • 「Catalytic Reactions of Terminal Alkynes Using Rhodium(I) Complexes Bearing 8-Quinolinolate Ligands 」 Kakiuchi, F.; Takano, S.; Kochi, T., ACS Catal., 8, 6127-6137, 7, 2018
  • 「Selective C−H Functionalizations by Electrochemical Reactions with Palladium Catalyst」 Kakiuchi, F.; Kochi, T., Isr. J. Chem., 57, 953-963, 10-11, 2017

Conference

  • The 4th International Symposium on Precisely Designed Catalysts with Customized Scaffolding
    "Asymmetric Functionalization of Unreactive Methylene C(sp3)–H Bonds via Chain Walking", Poster Presentation
    Kochi, T.
    12/3/2019~12/5/2019, 奈良, 日本
  • The 20th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS 20)
    "Development of Effective Strategies for Closure of Catalytic Cycles of Reactions via Palladium-Catalyzed Nondissociative Chain Walking", Poster Presentation
    Kochi, T.; Yamasaki, Y.; Shigekane, M.; Kumagai, T.; Kanno, S.; Kakiuchi, F.
    7/21/2019~7/25/2019, Heidelberg, Germany
  • The 47th Naito Conference on C–H Bond Activation and Transformation
    "Selective Functionalization of Unreactive sp3C-HBonds by Chain-Walking Cyclization", Poster Presentation
    Kochi, T.; Hamasaki, T.; Ichinose, K.; Shigekane, M.; Kakiuchi, F.
    7/2/2019~7/5/2019, 札幌, 日本
  • The 4th International Conference on Organometallic and Catalysis 2018 (OM&Cat 2018)
    "Nondissociative Chain Walking as an Innovative Strategy for Functionalization of Organic Molecules", Invited Lecture
    Kochi, T
    6/22/2018~6/25/2018, Taipei, Taiwan
  • The 1st Sino-Japanese Symposium on Catalysis for Precision Synthesis
    "Chain Walking as an Innovative Strategy for Functionalization of Organic Molecules", Invited Lecture
    Kochi, T
    5/27/2018~5/30/2018, Shanghai, China
  • The 19th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS 19)
    "Chain Walking as a Novel Strategy for Syntheses of Cyclic Organic Molecules from Various 1,n-Dienes", Poster Presentation
    Kochi, T.; Hamasaki, T.; Ichinose, K.; Kakiuchi, F.
    6/25/2017~6/29/2017, Jeju, Korea
  • The 2nd International Symposium on Precisely Designed Catalysts with Customized Scaffolding
    "Chain Walking as a Strategy for Catalytic Organic Synthesis", Oral Presentation
    Kochi, T.
    5/12/2017~5/13/2017, 吹田, 日本

Award

  • 「The 20th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS 20) Poster Award」
    受賞者:Takuya Kochi
    贈呈元:The 20th IUPAC International Symposium on Organometallic Chemistry Directed Towards Organic Synthesis (OMCOS 20)
    受賞日:7/25/2019

conference _management

  • 「The 4th International Symposium on C-H Activation (ISCHA4)」
    国際会議, Local Committee Member, 8/30/2018~9/2/2018, 横浜, 日本