Synthesis and application of tin triflate-containing MCM-41 as heterogeneous Lewis acid catalysts for the Mukaiyama aldol reaction at room temperature

Synthesis and application of tin triflate-containing MCM-41 as heterogeneous Lewis acid catalysts... Sn-containing MCM-41 (Sn-MCM-41) with different tin content was prepared by hydrothermal synthesis then treated with triflic acid to form tin triflate within the silica framework (SnOTf-MCM-41). XRD and UV–visible measurements revealed that SnOTf-MCM-41 have highly ordered mesoporous structures with tetrahedrally-coordinated Sn species. Moreover, results from FT-IR analysis revealed that triflate ligands are selectively coordinated with Sn4+ species in the mesoporous silica frameworks. SnOTf-MCM-41, as Lewis acid catalysts, promoted the Mukaiyama aldol reaction of benzaldehyde with 1-trimethylsiloxycyclohexene at room temperature and had greater catalytic activity than untreated Sn-MCM-41. Taking into account results from in situ FT-IR experiments using pyridine as probe molecule, the enhanced catalytic performance after triflic acid treatment was attributed to an increase in the number of acid sites, because of appearance of water tolerance by the formation of metal triflate species. In addition, the SnOTf-MCM-41 catalyst was reusable at least three times in the Mukaiyama aldol reaction. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Research on Chemical Intermediates Springer Journals

Synthesis and application of tin triflate-containing MCM-41 as heterogeneous Lewis acid catalysts for the Mukaiyama aldol reaction at room temperature

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Publisher
Springer Journals
Copyright
Copyright © 2013 by Springer Science+Business Media Dordrecht
Subject
Chemistry; Catalysis; Physical Chemistry; Inorganic Chemistry
ISSN
0922-6168
eISSN
1568-5675
D.O.I.
10.1007/s11164-013-1458-8
Publisher site
See Article on Publisher Site

Abstract

Sn-containing MCM-41 (Sn-MCM-41) with different tin content was prepared by hydrothermal synthesis then treated with triflic acid to form tin triflate within the silica framework (SnOTf-MCM-41). XRD and UV–visible measurements revealed that SnOTf-MCM-41 have highly ordered mesoporous structures with tetrahedrally-coordinated Sn species. Moreover, results from FT-IR analysis revealed that triflate ligands are selectively coordinated with Sn4+ species in the mesoporous silica frameworks. SnOTf-MCM-41, as Lewis acid catalysts, promoted the Mukaiyama aldol reaction of benzaldehyde with 1-trimethylsiloxycyclohexene at room temperature and had greater catalytic activity than untreated Sn-MCM-41. Taking into account results from in situ FT-IR experiments using pyridine as probe molecule, the enhanced catalytic performance after triflic acid treatment was attributed to an increase in the number of acid sites, because of appearance of water tolerance by the formation of metal triflate species. In addition, the SnOTf-MCM-41 catalyst was reusable at least three times in the Mukaiyama aldol reaction.

Journal

Research on Chemical IntermediatesSpringer Journals

Published: Oct 26, 2013

References

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