Synthesis of chiral epichlorohydrin by chloroperoxidase-catalyzed epoxidation of 3-chloropropene in the presence of an ionic liquid as co-solvent

被引：36
|
作者：
Wu, Jinyue [1 ]
Liu, Chen [1 ]
Jiang, Yucheng [1 ,2 ]
Hu, Mancheng [1 ,2 ]
Li, Shuni [1 ,2 ]
Zhai, Quanguo [1 ,2 ]
机构：
[1] Shaanxi Normal Univ, Sch Chem & Mat Sci, Xian 710062, Peoples R China
[2] Shaanxi Normal Univ, Key Lab Macromol Sci Shaanxi Prov, Xian 710062, Peoples R China
来源：
CATALYSIS COMMUNICATIONS | 2010年 / 11卷 / 08期
基金：
中国国家自然科学基金;
关键词：
Chloroperoxidase; Asymmetric epoxidation; Chiral epichlorohydrin; Ionic liquids; CALDARIOMYCES-FUMAGO;
D O I：
10.1016/j.catcom.2010.02.003
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：
Asymmetric epoxidation of 3-chloropropene can be catalyzed by chloroperoxidase (CPO) from Caldariomyces fumago to prepare (R)-epichlorohydrin (ECH) in homogenous phosphate buffer/ionic liquid mixtures using r-butyl hydroperoxide (TBHP) as O-2 donor. Reaction conditions were optimized by the investigation of the choice of oxidants, the presence of ionic liquids (ILs), pH effect and CPO consumption. The best ECH yield reached 88.8% within a duration of 60 min with high enantiomeric excesses (e.e. 97.1%) at pH 5.5 and room temperature, using 1-ethyl-3-methylimidazolium [EMIM][Br] as co-solvent. The ILs with shorter carbon chain was more efficient on chiral ECH preparation. (C) 2010 Elsevier B.V. All rights reserved.
引用
收藏
页码：727 / 731
页数：5
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