Immobilizing BINOL via Suzuki Reaction:Synthesis and Application in Catalytic Asymmetric Oxidation o

• 作 者: P. HODGE
• 机 构: Chemistry Department Manchester University,M13 9PL,U.K,
• 出 处: Chinese Chemical Letters
• 发表日期: 2006年07期
• 关键词: Suzuki chiral linker reused moiety recycling amide catalysis polystyrene backbon

Immobilizing chiral 1,1′-bi-2-naphthol (BINOL) in one step onto polymer backbone via stable carbon-carbon bond through Suzuki reaction was achieved. The application of this immobilized chiral BINOL to the catalytic asymmetric oxidation of sulfide to sulfoxide exhibited good activity (up to 60% yield) and high enantioselectivity (up to 89% ee). The immobilized chiral catalyst was very stable and could be readily reused for over 5 times without significant loss of catalytic activity and enantioselectivity.

Immobilizing chiral 1,1’-bi-2-naphthol (BINOL) in one step onto polymer backbone via stable reaction of carbon-carbon bond Suzuki reaction was achieved. The application of this immobilized chiral BINOL to the catalytic asymmetric oxidation of sulfide to sulfoxide phenols good activity (up to 60% yield) and high enantioselectivity (up to 89% ee). The immobilized chiral catalyst was very stable and could be readily reused for over 5 times without significant loss of catalytic activity and enantioselectivity.