Thiazolium-based catalysts for the etherification reaction of benzylic alcohols under solvent-free condition
| Autor: | Carmela Aprile, Michelangelo Gruttadauria, Mireia Buaki-Sogo, François Quertinmont, Hazi Ahmad Beejapur, Lucia Anna Bivona, Francesco Giacalone |
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| Přispěvatelé: | Bivona, LA, Quertinmont, F, Beejapur, H, Giacalone, F, Buaki-Sogo, M, Gruttadauria, M, Aprile, C |
| Jazyk: | angličtina |
| Rok vydání: | 2015 |
| Předmět: |
Solvent free
catalysis Chemistry Homogeneous catalysis supported catalyst General Chemistry catalysi Settore CHIM/06 - Chimica Organica organocatalysi Heterogeneous catalysis Catalysis heterogeneous catalysis Organocatalysis synthetic methods Organic chemistry heterogeneous catalysi organocatalysis Synergistic catalysis supported catalysts |
| Popis: | 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 160C 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. |
| Databáze: | OpenAIRE |
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