Chinese Journal of Catalysis ›› 2007, Vol. 28 ›› Issue (1): 85-90.

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Preparation of Chiral Salen-Mn(Ⅲ) Complex Supported on MCM-41 and Its Catalytic Properties for Enantioselective Epoxidation

ZHAO Jiquan*, ZHANG Yaran, ZHANG Yuecheng   

  1. School of Chemical Engineering, Hebei University of Technology, Tianjin 300130, China
  • Received:2007-01-25 Online:2007-01-25 Published:2010-08-28

Abstract: MCM-41 was functionalized with 3-aminopropyl groups by the reaction of hydroxyl groups on the MCM-41 surface with 3-aminopropyltriethoxysilane being refluxed in toluene. By employing the reaction of amino groups with active ester groups on the chiral Salen-Mn(Ⅲ) complex, the homogeneous chiral Salen-Mn(Ⅲ) complex was heterogenized. The supported catalyst was characterized by FT-IR, DR UV-Vis, XRD, ICP, and N2 adsorption. The results indicated that the complex was supported on MCM-41 and the native structure of MCM-41 was maintained. The supported catalyst was applied to the enantioselective epoxidation of 1,2-dihydronaphthalene using NaClO and m-chloroperbenzoic acid as oxidants. The results confirmed that the activity of the supported catalyst was lower than that of the homogeneous chiral Salen-Mn(Ⅲ). However, its enantioselectivity was higher than that of the homogeneous one. A yield of 45~9% and ee of 84~3% of epoxide were obtained when 1,2-dihydronaphthalene was oxidized by NaClO for 12 h at 20 ℃ in the presence of the pyridine nitrogen oxide. About 34% of manganese leaching was observed after the supported catalyst was run 5 times.

Key words: MCM-41 molecular sieve, chiral Salen-Mn(Ⅲ) complex, supported catalyst, enan