The nanocomposites of SO3H-hollow-nanosphere and chiral amine for asymmetric aldol reaction

被引：59

作者：

Gao, Jinsuo ^{[1
]}

Liu, Jian ^{[1
]}

Bai, Shiyang ^{[1
]}

Wang, Peiyuan ^{[1
]}

Zhong, Hua ^{[1
]}

Yang, Qihua ^{[1
]}

Li, Can ^{[1
]}

机构：

[1] Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China

来源：

JOURNAL OF MATERIALS CHEMISTRY | 2009年 / 19卷 / 45期

基金：

中国国家自然科学基金;

关键词：

HIGHLY EFFICIENT; RECYCLABLE ORGANOCATALYST; MESOPOROUS ORGANOSILICAS; PYRROLIDINE SULFONAMIDE; SUPPORTED PROLINE; BASE CATALYSIS; HOLLOW SPHERES; SILICA SPHERES; POLYSTYRENE; ACID;

D O I：

10.1039/b909002a

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：

The nanocomposites formed by SO3H-hollow-nanospheres and chiral amines are highly efficient catalysts for the direct asymmetric aldol reaction of cyclohexanone and 4-nitrobenzaldehyde. The catalyst showed 91% yield with 96% ee under optimized reaction conditions. SO3H-hollow-nanospheres were synthesized by oxidation of thiol-hollow-nanospheres, which were fabricated through a one-pot co-condensation of 1,2-bis(trimethoxysilyl) ethane and 3-mercaptopropyltrimethoxysilane around F127 micelles in the presence of NaOAc. Chiral amines could be combined with SO3H-hollow-nanospheres through facile electrostatic interactions. The obtained nanocomposites showed a much higher reaction rate than the catalyst formed from the combination of chiral amine and SO3H-mesoporous-organosilica (ribbon shaped particles with particle size of tens of micrometres) in the direct asymmetric aldol reaction. This is mainly attributed to the hollow spherical morphology and nano-scale particle size (16-20 nm) of the SO3H-hollow-nanospheres.

引用

页码：8580 / 8588

页数：9

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