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Current Organic Chemistry

Editor-in-Chief

ISSN (Print): 1385-2728
ISSN (Online): 1875-5348

Electrolysis of Ionic Liquids. A Possible Keystone for the Achievement of Green Solvent-Catalyst Systems

Author(s): Marta Feroci, Isabella Chiarotto and Achille Inesi

Volume 17, Issue 3, 2013

Page: [204 - 219] Pages: 16

DOI: 10.2174/1385272811317030003

Price: $65

Abstract

The set up of sustainable procedures of synthesis requires, inter alia, a careful reconsideration of the role of the solvent and of the catalyst. In the last years, room temperature ionic liquids (RTILs) and N-heterocyclic carbenes (NHCs) have drawn considerable attention as new rising generation of green solvents and organocatalysts. A simple cathodic reduction of C2-H imidazolium based ionic liquids yields, in mild conditions, a RTIL-NHC medium, i.e. a green solvent-derived catalyst system, able to trigger different NHCcatalyzed organic reactions.

To verify the versatility of this medium, its efficiency has been tested in different reactions, i.e.: benzoin condensation, Stetter reaction, synthesis of γ-butyrolactones, synthesis of esters, Henry reaction, Staudinger reaction. In any case, after the addition of the suitable substrates to the electrogenerated RTIL-NHC systems, the products have been isolated in good to elevated yields.

Keywords: Room temperature ionic liquids, N-heterocyclic carbenes, Organocatalysts, Organic electrosynthesis, Green and sustainable chemistry, Imidazolium, α-Hydroxy ketones, Stetter Reaction, N-Heterocyclic Carbenes


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