期刊
MICROPOROUS AND MESOPOROUS MATERIALS
卷 121, 期 1-3, 页码 145-151出版社
ELSEVIER
DOI: 10.1016/j.micromeso.2009.01.022
关键词
Organo catalysis; Heterogeneous; Mesoporous MCM-41; Thiazolium salts; Benzoin condensation
类别
资金
- Alexander von Humboldt Foundation
- Deutsche Forschungsgemeinschaft
A heterogenized organo catalyst based on an organic-inorganic hybrid material was synthesized by covalently anchoring N-phenylthiazolium salts onto mesoporous silica MCM-41 materials. The results of powder X-ray diffraction and NZ adsorption show the persistence of the ordered two-dimensional hexagonal mesostructure of the functionalized materials. The integrity of the organic groups in the mesoporous materials is confirmed by solid-state C-13 and Si-29 CP-MAS-NMR spectroscopy. These hybrid mesoporous materials are efficient catalysts for the benzoin condensation and for the cross-coupling of aldehydes with acylimines to yield a-amido ketones. The catalytic activity of the heterogenized organo catalyst can further be enhanced by silylation of the residual Si-OH groups using Me3SiCl, due to an increased hydrophobicity of the support's surface. The recyclability of the catalysts depends on the solvent of reaction: here aprotic and solvents of low polarity turned out to be beneficial. (C) 2009 Elsevier Inc. All rights reserved.
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