Organic-inorganic hybrid silica materials containing imidazolium and dihydroimidazolium salts as recyclable organocatalysts for Knoevenagel condensations

Montserrat Trilla, Roser Pleixats, Michel Wong Chi Man, Catherine Bied

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50 Citations (Scopus)

Abstract

Organic-inorganic hybrid silica materials containing imidazolium and dihydroimidazolium salts prepared from monosilylated and disilylated monomers by sol-gel methodologies are active and reusable organocatalysts for the Knoevenagel condensation of aromatic aldehydes with malononitrile and ethyl cyanoacetate under solvent-free conditions. Our immobilized systems present higher activities than related homogeneous bis-imidazolium salts, showing the cooperative effect of the matrix surface and the additional advantage of easy recycling. The best performances were obtained with the material derived from polycondensation of a disilylated dihydroimidazolium salt in the absence of tetraethoxysilane (TEOS). © The Royal Society of Chemistry 2009.
Original languageEnglish
Pages (from-to)1815-1820
JournalGreen Chemistry
Volume11
Issue number11
DOIs
Publication statusPublished - 17 Nov 2009

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