An effective heterogeneous L-proline catalyst for the asymmetric aldol reaction using anionic clays as intercalated support

被引:110
作者
An, Zhe [1 ]
Zhang, Wenhui [1 ]
Shi, Huimin [1 ]
He, Jing [1 ]
机构
[1] Beijing Univ Chem Technol, State Key Lab Chem Resource Engn, Beijing 100029, Peoples R China
关键词
L-proline; layered double hydroxides; heterogeneous catalysts; asymmetric aldol reaction; optical stability; enantiomeric selectivity;
D O I
10.1016/j.jcat.2006.04.035
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 heterogeneous catalyst (L-Pro LDHs) was developed using intercalation Of L-proline in Mg-Al LDH. An investigation of the thermal stability and optical stability showed that the immobilization of the chiral catalytic centers in restricted galleries enhanced the enantiomeric stability against thermal treatment and light irradiation. Asymmetric aldol reaction of benzaldehyde and acetone was carried out using L-Pro LDHs as catalyst, resulting in a good yield (90%) and a high enantiomeric excess (94%). The enantiomeric selectivity of L-Pro LDHs was found to be more stable to thermal pretreatment compared with the pristine L-proline. The possible reaction mechanism was proposed in light of the homogeneous mechanism. The effects of chemical composition of L-Pro LDHs and reaction conditions on catalytic efficiency were also investigated. (c) 2006 Elsevier Inc. All rights reserved.
引用
收藏
页码:319 / 327
页数:9
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