6533b835fe1ef96bd129ecd7

RESEARCH PRODUCT

Supported ionic liquids. New recyclable materials for the L-proline-catalyzed aldol reaction

Paolo Lo MeoCarmela AprileRenato NotoSerena RielaMichelangelo GruttadauriaFrancesca D'anna

subject

Silica gelInorganic chemistrySilica gelSettore CHIM/06 - Chimica OrganicaGeneral Chemistryb-hydroxy ketonelaw.inventionCatalysisIonic liquidschemistry.chemical_compoundOrganic catalysisAdsorptionchemistryAldol reactionlawSupported catalystIonic liquidMonolayerAcetoneAldol reactionOrganic chemistryionicliquidorganic catalysiFiltrationβ-hydroxy ketones

description

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-methylpyridinium-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.

10.1002/adsc.200505227https://doi.org/10.1002/adsc.200505227