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A Carbene Strategy for Progressive (Deutero)Hydrodefluorination of Fluoroalkyl Ketones.
- Source :
- Angewandte Chemie; 2/7/2022, Vol. 134 Issue 7, p1-8, 8p
- Publication Year :
- 2022
-
Abstract
- Hydrodefluorination is one of the most promising chemical strategies to degrade perfluorochemicals into partially fluorinated compounds. However, controlled progressive hydrodefluorination remains a significant challenge, owing to the decrease in the strength of C−F bonds along with the defluorination. Here we describe a carbene strategy for the sequential (deutero)hydrodefluorination of perfluoroalkyl ketones under rhodium catalysis, allowing for the controllable preparation of difluoroalkyl‐ and monofluoroalkyl ketones from aryl‐ and even alkyl‐substituted perfluoro‐alkyl ketones in high yield with excellent functional group tolerance. The reaction mechanism and the origin of the intriguing chemoselectivity of the reaction were rationalized by density functional theory (DFT) calculations. [ABSTRACT FROM AUTHOR]
- Subjects :
- RHODIUM catalysts
KETONES
DENSITY functional theory
RHODIUM
Subjects
Details
- Language :
- English
- ISSN :
- 00448249
- Volume :
- 134
- Issue :
- 7
- Database :
- Complementary Index
- Journal :
- Angewandte Chemie
- Publication Type :
- Academic Journal
- Accession number :
- 155006269
- Full Text :
- https://doi.org/10.1002/ange.202116190