Method for the analysis of free carbenes present after NHC-organocatalyzed transformations
Title | Method for the analysis of free carbenes present after NHC-organocatalyzed transformations |
Publication Type | Journal Article |
Year of Publication | 2017 |
Authors | Das, TKanti, Biju, AT |
Journal | European Journal of Organic Chemistry |
Issue | 30 |
Pagination | 4500-4506 |
Date Published | AUG |
Type of Article | Article |
Abstract | 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. |
DOI | 10.1002/ejoc.201700903 |
Type of Journal (Indian or Foreign) | Foreign |
Impact Factor (IF) | 3.068 |
Divison category:
Organic Chemistry
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