Das, Tamal Kanti ; Biju, Akkattu T. (2017) A Method for the Analysis of Free Carbenes Present after NHC-Organocatalyzed Transformations European Journal of Organic Chemistry, 2017 (30). pp. 4500-4506. ISSN 1434193X
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Official URL: http://doi.org/10.1002/ejoc.201700903
Related URL: http://dx.doi.org/10.1002/ejoc.201700903
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 α,β-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: | Article |
|---|---|
| Source: | Copyright of this article belongs to John Wiley & Sons, Inc. |
| ID Code: | 128642 |
| Deposited On: | 03 Nov 2022 06:50 |
| Last Modified: | 03 Nov 2022 06:50 |
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