Development of Catalytic Synthetic Reactions with High Clark Number Elements (Without A small Amounts of Rare Metals)

• Project/Area Number: 22590008
• Research Category: Grant-in-Aid for Scientific Research (C)
• Allocation Type: Single-year Grants
• Section: 一般
• Research Field: Chemical pharmacy
• Research Institution: Nagoya City University
• Principal Investigator: KONDO Kazuhiro 名古屋市立大学, 大学院・薬学研究科, 准教授 (90277343)
• Project Period (FY): 2010 – 2012
• Project Status: Completed (Fiscal Year 2012)
• Budget Amount: ¥4,680,000 (Direct Cost: ¥3,600,000、Indirect Cost: ¥1,080,000); Fiscal Year 2012: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000); Fiscal Year 2011: ¥1,170,000 (Direct Cost: ¥900,000、Indirect Cost: ¥270,000); Fiscal Year 2010: ¥2,340,000 (Direct Cost: ¥1,800,000、Indirect Cost: ¥540,000)
• Keywords: 触媒的合成反応 / 有機化学 / クラーク数 / アリール化 / シアノシリル化 / ヒドロシリル化 / N-複素環カルベン / Duphos / 触媒 / 合成化学 / N-複素環型カルベン / 遷移金属 / 1,2-付加 / 触媒的不斉反応 / アルデヒド / ニッケル / ホウ素

Research Abstract

1) The Ni-catalyzed asymmetric arylation of benzaldehydes bearing an ortho-masked H group with potassium aryltriolborates has been developed. The keys to success were (i) steric tuning of benzaldehyde derivatives bearing an ortho-Me2PhSi group, and (ii) the use of potassium arylborates as aryl sources.
2) A method for cyanation reaction of carbonyl and imino compounds with trimethylsilyl cyanide in the presence of N-heterocyclic carbene prepared from 1,3-bis(2,4,6,-trimethylphenyl)imidazolium chloride and potassium tert-butoxide. has been developed.

Research Products

• [Journal Article] The Remarkable Solvent Effect on Zn(OAc)_2-Catalyzed Hydrosilylation of Ketones (2010)
  • Author(s): Hiroki Ozasa
  • Journal Title: Chem.Pharm.Bull. Volume: 58 Pages: 989-990
  • Peer Reviewed
• [Journal Article] Et-Duphos-Nickel-Catalyzed Asymmetric Arylation of Benzaldehyde Derivatives Bearing an ortho-Me_2PhSi Group with Potassium Aryltriolborate (2009)
  • Author(s): Fumie Sakurai
  • Journal Title: Tetrahedron Lett. Volume: 50 Pages: 6001-6003
  • Peer Reviewed
• [Journal Article] Nickel-Catalyzed 1,2-Addition of Potassium Aryltrifluoroborates to α,β-Unsaturated Aldehydes (2009)
  • Author(s): Fumie Sakurai
  • Journal Title: Chem.Pharm.Bull. Volume: 57 Pages: 511-512
  • Peer Reviewed
• [Presentation] Development of asymmetric reactions using catalysts, which are composed of elements of a high Clarke number (2010)
  • Author(s): Kazuhiro Kondo
  • Organizer: BIT's 1^<st> Annual World Congress of Catalytic Asymmetric Synthesis-2010
  • Place of Presentation: 北京国際コンベンションセンター(北京、中国)
  • Year and Date: 2010-05-21