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Efficient catalysis of mesoporous Al-MCM-41 for Mukaiyama aldol reactions

Paper ID Volume ID Publish Year Pages File Format Full-Text
51200 46835 1994 5 PDF Available
Title
Efficient catalysis of mesoporous Al-MCM-41 for Mukaiyama aldol reactions
Abstract

Mesoporous aluminosilicates, Al-MCM-41 (Si/Al = 20 and 50), efficiently catalyzed Mukaiyama aldol reaction of benzaldehyde with 1-(trimethylsiloxy)cyclohexene in CH2Cl2 at 0 °C to afford the corresponding β-trimethylsiloxy ketone in quantitative yield. On the other hand, mesoporous silica (MCM-41), amorphous SiO2–Al2O3, and H–Y and H-ZSM-5 zeolites barely catalyzed the reaction. Additionally, the less ordered Al-MCM-41 prepared by mechanical compression exhibited much lower catalytic activity compared with Al-MCM-41, indicating that the presence of the ordered mesoporous structure in aluminosilicates is crucial for the catalysis. The Al-MCM-41 catalyzed Mukaiyama aldol reaction was applicable to a wide range of aldehydes and silyl enol ethers. Furthermore, the Al-MCM-41 catalyst could be recycled at least three times without any loss in the yield. Thus, mesoporous aluminosilicates are promising heterogeneous catalysts for fine chemicals synthesis.

Keywords
Mukaiyama aldol reaction; Heterogeneous catalysis; Mesoporous materials; Aluminosilicates; Al-MCM-41
First Page Preview
Efficient catalysis of mesoporous Al-MCM-41 for Mukaiyama aldol reactions
Publisher
Database: Elsevier - ScienceDirect
Journal: Catalysis Communications - Volume 10, Issue 15, 15 September 2009, Pages 1990–1994
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Catalysis