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

Michelangelo Gruttadauria, Serena Riela, Carmela Aprile, Paolo Lo Meo, Francesca D'Anna, Renato Noto

Research output: Contribution to journalArticlepeer-review


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.

Original languageEnglish
Pages (from-to)82-92
Number of pages11
JournalAdvanced Synthesis and Catalysis
Issue number1-2
Publication statusPublished - Jan 2006


  • β-hydroxy ketones
  • Aldol reaction
  • Ionic liquids
  • Organic catalysis
  • Silica gel
  • Supported catalyst


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