Citation: Xiao Ya YUAN, Hai Yan LI, Zheng Pu ZHANG, P. HODGE. Immobilizing BINOL via Suzuki Reaction: Synthesis and Application in Catalytic Asymmetric Oxidation of Sulfide to Sulfoxide[J]. Chinese Chemical Letters, ;2006, 17(7): 911-912. shu

Immobilizing BINOL via Suzuki Reaction: Synthesis and Application in Catalytic Asymmetric Oxidation of Sulfide to Sulfoxide

1.
Key Laboratory of Functional Polymer Materials, Ministry of Education, Nankai University;
1.
Institute of Polymer Chemistry, Nankai University, Tianjin 300071;
2.
Chemistry Department, Manchester University, M13;
9.
PL, U. K

Received Date: 6 March 2006

Fund Project: We are grateful of the financial support of NNSFC (No.29774012).

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.
- 1,1'-Bi-2-naphthol,
- asymmetric catalysis,
- immobilization,
- sulfoxide
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