Thiazolium-based catalysts for the etherification reaction of benzylic alcohols under solvent-free condition

Michelangelo Gruttadauria, Hazi Ahmad Beejapur, Lucia Anna Bivona, Francesco Giacalone, Mireia Buaki-Sogo, Lucia Anna Bivona, Carmela Aprile

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

Thiazolium and imidazolium hybrid materials were prepared by radical reactions between a mercaptopropyl-modified SBA-15 mesoporous silica and bis-vinylthiazolium or bis-vinylimidazolium dibromide salts. These hybrid materials were characterized by several techniques and were employed in the etherification reaction of 1-phenylethanol. Solvent-free conditions at 160 8C under different gas phases (oxygen, air, nitrogen and argon) were used.The thiazolium-based material displayed excellent performances. Further studies were carried out using unsupported thiazolium salts, with or without a methyl group at the C-2 position of the thiazolium moiety. These studies allowed us to propose a reaction mechanism. The supported thiazolium-based material was successfully used in the etherification reaction of two other benzylic alcohols and also in seven consecutive cycles. This work represents the first use of thiazolium-based compounds as catalysts for the etherification reaction of alcohols.
Original languageEnglish
Pages (from-to)800-810
Number of pages11
JournalADVANCED SYNTHESIS & CATALYSIS
Volume357
Publication statusPublished - 2015

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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