Catalytic Functionalization of Saturated Carbons via Chelation-Assisted Cleavage of Unreactive Carbon-Oxygen Bonds

• Project/Area Number: 19559002
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Synthetic chemistry
• Research Institution: Keio University
• Principal Investigator: KOCHI Takuya Keio University, 理工学部, 助教 (70396779)
• Project Period (FY): 2007 – 2008
• Project Status: Completed (Fiscal Year 2008)
• Budget Amount: ¥3,780,000 (Direct Cost: ¥3,300,000、Indirect Cost: ¥480,000); Fiscal Year 2008: ¥2,080,000 (Direct Cost: ¥1,600,000、Indirect Cost: ¥480,000); Fiscal Year 2007: ¥1,700,000 (Direct Cost: ¥1,700,000)
• Keywords: ルテニウム触媒 / 炭素-酸素結合切断 / 炭素-炭素結合形成 / エーテル / ピリジン誘導体 / キレート形成 / アリールホウ素化合物 / 反応機構 / ルテニウム錯体触媒 / アリールボロン酸

Research Abstract

遷移金属触媒への配位可能なピリジル基を有するエーテル類の飽和炭素-酸素結合の触媒的切断、およびアリール化反応を目指して検討した。用いる触媒、アリール化試薬、反応条件を種々検討することにより、ルテニウム触媒系において目的の反応を進行させることに成功した。

Research Products

• [Journal Article] Cleavage of C-N Bonds in Aniline Derivatives on a Ruthenium Center and Its Relevance to Catalytic C-C Bond Formation (2009)
  • Author(s): Tetsuro Koreeda, Takuya Kochi, and Fumitoshi Kakiuchi
  • Journal Title: Journal of the American Chemical Society 131巻 Pages: 7238-7239
  • Peer Reviewed
• [Journal Article] Convenient Synthesis of Tetra-and Hexaarylanthracenes by Means of RuH2(CO) (PPh3) 3-Catalyzed C-H Arylation of Anthraquinone with Arylboronates (2009)
  • Author(s): Kentaroh Kitazawa, Takuya Kochi, Mitsuo Sato, and Fumitoshi Kakiuchi
  • Journal Title: Organic Letters 11巻 Pages: 1951-1954
  • Peer Reviewed
• [Journal Article] Ruthenium-Catalyzed Amino-and Alkoxycarbonylations with Carbamoyl Chlorides and Alkyl Chloroformates via Aromatic C-H Bond Cleavage (2009)
  • Author(s): Takuya Kochi, Seiya Urano, Hajime Seki, Eiichiro Mizushima, Mitsuo Sato, and Fumitoshi Kakiuchi
  • Journal Title: Journal of the American Chemical Society 131巻 Pages: 2792-2793
  • Peer Reviewed
• [Journal Article] Unique Effect of Coordination of an Alkene moiety in Products on Ruthenium-Catalyzed Chemoselective C-H Alkenylation (2009)
  • Author(s): Satoshi Ueno, Takuya Kochi, Naoto Chatani, Fumitoshi Kakiuchi
  • Journal Title: Organic Letters 11巻 Pages: 855-858
  • Peer Reviewed
• [Journal Article] Ruthenium-Catalyzed Amino- and Alkoxycarbonylations with Carbamoyl Chlorides and Alkyl Chloroformates via Aromatic C-H Bond Cleavage (2009)
  • Author(s): Takuya Kochi, Seiya Urano, Hajime Seki, Eiichiro Mizushima, Mitsuo Sato, Fumitoshi Kakiuchi
  • Journal Title: Journal of the American Chemical Society 131 Pages: 2792-2793
  • Peer Reviewed
• [Presentation] ルテニウム触媒による芳香族炭素-水素結合切断を経るアミド基およびエステル基の位置選択的導入法の開発 (2008)
  • Author(s): 河内卓彌、浦野誠也、関一、佐藤光央、垣内史敏
  • Organizer: 第94回有機合成シンポジウム
  • Place of Presentation: 早稲田大学国際会議場、東京都新宿区
  • Year and Date: 2008-11-07
• [Presentation] ルテニウム触媒による芳香族炭素-水素結合切断を経るアミド基およびエステル基の位置選択的導入法の開発 (2008)
  • Author(s): 河内卓彌, 浦野誠也, 関一, 佐藤光央, 垣内史敏
  • Organizer: 第94回有機合成シンポジウム
  • Place of Presentation: 早稲田大学国際会議場 東京都新宿区
  • Year and Date: 2008-11-07
• [Presentation] Direct Introduction of Ester and Amide Functionalities via Ruthenium-Catalyzed C-H Bond Cleavage (2008)
  • Author(s): T. Kochi, S. Urano, H. Seki, E. Mizushima, M. Sato, F. Kakiuchi
  • Organizer: The 23rd International Conference on Organometallic Chemistry
  • Place of Presentation: レンヌ大学、レンヌ、フランス
  • Year and Date: 2008-07-17
• [Presentation] Direct Introduction of Ester and Amide Functionalities via Ruthenium-Catalyzed C- H Bond Cleavage (2008)
  • Author(s): T. Kochi, S. Urano, H. Seki, E. Mizushima, M. Sato, F. Kakiuchi
  • Organizer: The 23rd International Conference on Organometallic Chemistry
  • Place of Presentation: レンヌ大学レンヌ、フランス
  • Year and Date: 2008-07-17