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
Current Organic Chemistry
Title:Electrolysis of Ionic Liquids. A Possible Keystone for the Achievement of Green Solvent-Catalyst Systems
Volume: 17 Issue: 3
Author(s): Marta Feroci, Isabella Chiarotto and Achille Inesi
Affiliation:
Keywords: Room temperature ionic liquids, N-heterocyclic carbenes, Organocatalysts, Organic electrosynthesis, Green and sustainable chemistry, Imidazolium, α-Hydroxy ketones, Stetter Reaction, N-Heterocyclic Carbenes
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.
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Feroci Marta, Chiarotto Isabella and Inesi Achille, Electrolysis of Ionic Liquids. A Possible Keystone for the Achievement of Green Solvent-Catalyst Systems, Current Organic Chemistry 2013; 17 (3) . https://dx.doi.org/10.2174/1385272811317030003
DOI https://dx.doi.org/10.2174/1385272811317030003 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
Call for Papers in Thematic Issues
Catalytic C-H bond activation as a tool for functionalization of heterocycles
The major topic is the functionalization of heterocycles through catalyzed C-H bond activation. The strategies based on C-H activation not only provide straightforward formation of C-C or C-X bonds but, more importantly, allow for the avoidance of pre-functionalization of one or two of the cross-coupling partners. The beneficial impact of ...read more
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