TU Xiao-Bo, FU Xiang-Kai, HU Xiao-Yan, CHEN Jun-Xian, ZOU Xiao-Chuan,

(1. College of Chemistry and Chemical Engineering Southwest University,

2. Research Institute of Applied Chemistry Southwest University,

3. The Key Laboratory of Applied Chemistry of Chongqing Municipality, Chongqing 400715, China)

Abstract:  A new type of inorganic-organic hybrid materials—zirconium poly ( styrene-isopropenyl phosphonate)-phosphate(ZPS-IPPA) was designed and synthesized. A series of new heterogeneous catalysts were obtained by grafting Chiral Salen Mn(III) complex axial coordination immobilized on sulfomethylated ZPS-IPPA. All the supported heterogeneous chiral Salen Mn(III) complexes prepared were characterized by FT-IR, XPS, SEM, TEM and N2 volumetric adsorption. Compared with the homogeneous catalysts, all the synthesized heterogeneous catalysts exhibited higher enantioselectivity in the asymmetric epoxidation of unfunctionalized olefins. Especially, in the epoxidation of indene, both the conversion and enantiometric excess (ee) could exceed 99%, using m-CPBA as oxidants. The catalysts were easily recovered by filtration and could be reused five times with some loss of activity and enantioselectivity.

Key words: Zirconium poly (styrene-isopropenyl phosphonate)-phosphate; Sulfonation; Axial coordination supported catalyst; Salen Mn (Ⅲ); Asymmetric epoxidation

E-mail: fxk@swu.edu.cn

Journal of Molecular Catalysis, Vol. 24, Issue 1, 2010, 12~19