Rhodium-NHC hybrid silica materials as recyclable catalysts for [2+2+2] cycloaddition reactions of alkynes

Martí Fernández, Meritxell Ferré, Anna Pla-Quintana, Teodor Parella, Roser Pleixats, Anna Roglans

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16 Citations (Scopus)

Abstract

© 2014 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. Bis-silylated dihydroimidazolium salt 1 and monosilylated imidazolium salt 2 are transformed to (NHC)RhCl(COD) complexes 3 and 4, allowing the preparation of hybrid silica materials either by sol-gel or grafting processes. Full characterization of the materials by means of solid state NMR, N2-sorption measurements, thermogravimetric analysis (TGA) and elemental analysis was followed by evaluation of catalytic activity in the [2+2+2] cycloaddition of alkynes. Excellent yields of the cycloadducts are obtained for up to six consecutive cycles with the grafted material, using simple filtration to recover the catalyst. Both conventional and microwave heating prove effective for the process described.
Original languageEnglish
Pages (from-to)6242-6251
JournalEuropean Journal of Organic Chemistry
Issue number28
DOIs
Publication statusPublished - 1 Jan 2014

Keywords

  • Carbenes
  • Cycloaddition
  • Heterogeneous catalysis
  • Rhodium
  • Sol-gel processes
  • Supported catalysts

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