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A Method for the Analysis of Free Carbenes Present after NHC-Organocatalyzed Transformations

Das, Tamal Kanti and Biju, Akkattu T (2017) A Method for the Analysis of Free Carbenes Present after NHC-Organocatalyzed Transformations. In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (30). pp. 4500-4506.

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In N-heterocyclic carbene (NHC) based organocatalysis, usually, the free carbene is generated in situ by treatment of the azolium salt with a base. Described herein is a method for the analysis of the NHC present in the reaction flask after the NHC-organocatalyzed reaction. For this, the reaction mixture was treated with elemental sulfur after the reaction and the thus-formed thiourea/thione derivative was isolated. Common NHC-catalyzed transformations such as benzoin reactions, Stetter reactions, homoenolate annulation reactions, and reactions proceeding via the ,-unsaturated acylazolium intermediate have been studied. The results indicate that after the reactions, 28-84% of the initial carbenes exist in the free form.

Item Type: Editorials/Short Communications
Additional Information: Copy right for this article belongs to the WILEY-V C H VERLAG GMBH, POSTFACH 101161, 69451 WEINHEIM, GERMANY
Department/Centre: Division of Chemical Sciences > Organic Chemistry
Date Deposited: 09 Sep 2017 04:47
Last Modified: 03 Oct 2018 14:16
URI: http://eprints.iisc.ac.in/id/eprint/57752

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