Enantioselective epoxidation of unfunctionalized olefins catalyzed by chiral salen Mn(III) catalyst immobilized on zirconium oligostyrenylphosphonate-phosphate

被引:54
作者
Ren, Wenshan [1 ]
Fu, Xiangkai [1 ]
Bao, Hebin [1 ]
Bai, Ruofei [1 ]
Ding, Pingping [1 ]
Sui, Binglin [1 ]
机构
[1] Southwest Univ, Coll Chem & Chem Engn, Key Lab Appl Chem Chongqing Municipal, Chongqing 400715, Peoples R China
关键词
Chiral salen Mn(III); Heterogeneous catalyst; Zirconium oligostyrenylphosphonate-phosphate; Covalent attachment; Asymmetric epoxidation; ASYMMETRIC EPOXIDATION; COMPLEXES; PHOSPHONATE;
D O I
10.1016/j.catcom.2008.11.040
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A general method for the covalent attachment of chiral salen Mn(III) complex to zirconium oligostyrenylphosphonate-phosphate has been used. The immobilized chiral salen Mn(III) catalyst shows higher chiral induction (ee, 60-70%) compared with the corresponding homogeneous catalyst (ee, 54%) for asymmetric epoxidation of alpha-methylstyrene with NaCIO as oxidant, while the heterogeneous catalyst exhibits relatively low ee values for asymmetric epoxidation of indene. Interestingly, the ee values for the immobilized catalyst with NaCIO as oxidant are higher than those for the same catalyst with m-chloroperbenzoic acid as oxidant. This stands in contrast to the literatures reported. The heterogeneous catalyst can be recycled nine times, while the activity will decrease after use in reactions. Crown Copyright (c) 2008 Published by Elsevier B.V. All rights reserved.
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页码:788 / 793
页数:6
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