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