Journal
ADVANCED SYNTHESIS & CATALYSIS
Volume 348, Issue 1-2, Pages 82-92Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.200505227
Keywords
aldol reaction; beta-hydroxy ketones; ionic liquids; organic catalysis; silica gel; supported catalyst
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New materials for L-proline recycling have been developed. These materials have been applied to the L-proline-catalyzed aldol reaction between acetone and several aldehydes. The L-proline has been supported on the surface of modified silica gels with a monolayer of covalently attached ionic liquid with or without additional adsorbed ionic liquid. Good yields and ee values, comparable with those obtained under homogeneous conditions, have been obtained especially with imidazolinium-modified and 4-methyl-pyridinium-modified silica gels. Moreover, these materials have been easily recovered by simple filtration and studies about their reuse have been carried out. These studies showed that these materials can be used at least up to seven times. Finally, in the case of imidazolinium-modified silica gel, investigations showed that this support can be regenerated giving again a recyclable material with high isolated yields and reproducible ee values up to 13 cycles.
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