Issue 44, 2023

Electrochemical C–F bond activation of trifluoromethylarenes using silylium ions

Abstract

We report a mild, electrochemical trihydrodefluorination (e-THDF) for breaking highly stable C–F bonds in trifluoromethyl arenes to form the corresponding methyl arene products. Uniquely, this “green” approach relies on the in situ generation of Lewis acidic silyl cations that mediate fluoride abstraction. Overall, e-THDF has significantly improved functional group tolerance over current methods and should inspire the continued development of defluorinative processes.

Graphical abstract: Electrochemical C–F bond activation of trifluoromethylarenes using silylium ions

Supplementary files

Article information

Article type
Communication
Submitted
24 4 2023
Accepted
09 5 2023
First published
09 5 2023

Chem. Commun., 2023,59, 6694-6697

Electrochemical C–F bond activation of trifluoromethylarenes using silylium ions

S. Mondal, B. Stevanovic, E. Butler, J. W. Wang and M. W. Meanwell, Chem. Commun., 2023, 59, 6694 DOI: 10.1039/D3CC01850D

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