Synthesis of Amine Functionalized ZPS-PVPA Supported Chiral MnIII (salen) and Asymmetric Catalytic Olefin Epoxidation

Using zirconium poly (styrene-phenylvinyl-phosphonate)-phosphate (ZPS-PVPA) as a catalyst carrier, the hydroxyl group in the inorganic zirconium hydrogen phosphate was modified by 3-aminopropyltrim- ethoxysilane. Then, the chiral Mn-III (salen) was axially immobilized onto amine functionalized ZPS-PVPA. The immobilized catalyst were characterized by FTIR, DR UV-Vis, AAS, SEM, TEM, XPS, X-ray and EDS. The successful preparation of heterogeneous catalysts was confirmed. Subsequently, the catalytic performance of the supported catalyst for alpha-methylstyrene, styrene and indene was examined in detail. The results showed that the reaction was carried out at 0 degrees C for 3 h, the amount of catalyst was 0.03 mmol, the e.e. value was 91.5% with a 99% conversion when alpha-methylstyrene was investigated using m-chloroperoxybenzoic acid as oxidant and in the present of the axial ligand N-methylmorpholine nitrogen oxide (NMO). In addition, the recycling performance of the catalyst was examined using indene as a substrate. After 10 times of repeated use of the catalyst, the e.e. values (>90%) are significantly better than those achieved under a homogeneous counterparts (e.e. 65%).