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Synthesis of Alkoxyl-Modified ZPS-PVPA and Sulfoalkyl-Modified ZnPSPPP Axially Immobilized Chiral Salen Mn(Ⅲ) Complexes and Their Applications in Asymmetric Epoxidation of Unfuntionalized Olefins

Author: WangChangZuo
Tutor: FuXiangZuo
School: Southwestern University
Course: Organic Chemistry
Keywords: Zirconium poly(styrene-phenylvinylphosphonate)phosphate Zinc poly(styrene-phenylvinyl phosphonate)phosphate Heterogeneous catalysts Asymmetric epoxidation chiral salen Mn(Ⅲ)
CLC: O643.32
Type: Master's thesis
Year: 2011
Downloads: 13
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Abstract


Chiral salen Mn(Ⅲ) complexes have proven to be one of the most efficient homogeneous catalysts in the asymmetric epoxidation of unfunctionalized olefins. Compared with the homogeneous catalysts, immobilization of salen Mn(Ⅲ) catalysts have aroused increasing attentions. New types of supported catalysts were obtained by anchoring chiral salen Mn(Ⅲ) complex on a series of alkoxyl-modified zirconium poly (styrene-phenylvinyl phosphonate)-phosphate (ZPS-PVPA) in the text. And these catalysts were characterized by FT-IR, UV-vis, XPS, SEM, TEM, N2 absorption, TG and elemental analysis.The catalytic capabilities were investigated with m-CPBA as an oxidant and with indene and a-methylstyrene as substrates for asymmetric epoxidation of unfunctionalized olefins. Contrary to most of the literatures reported, the results showed that the heterogeneous catalysts 3a-f exhibited excellent catalytic activities, and their conversions and ee values increased remarkably in the absent of N-methylmorpholine N-oxide (NMO) under the same catalytic conditions. Futhermore, these prepared catalysts were easily separated and reused ten times without significant loss of activities.In addition, we synthesized chiral salen Mn(Ⅲ) catalysts axially immobilized onto sulfoalkyl-modified zinc poly (styrene-phenylvinyl phosphonate)-phosphate (ZnPSPPP). These catalysts were characterized with FT-IR, UV-vis, XRD, SEM, TEM and were applied in epoxidation of unfunctionalized olefins. The crystalline support ZnPSPPP was synthesized on mild condition completely differentiated to the traditional methods. The catalysts 6a-c exhibited excellent catalytic activities, and their conversions and ee values also increased remarkably without NMO, further leading us to analysis the reason of this phenomenon.

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CLC: > Mathematical sciences and chemical > Chemistry > Physical Chemistry ( theoretical chemistry ),chemical physics > Chemical kinetics,catalysis > Catalytic > Catalytic reaction
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