Abstract

AbstractIdentifying the ability of traditional electrophilic trifluoromethylating reagents as CF3· radical sources offers a great opportunity for developing new radical trifluoromethylation reactions. Herein, we report the first extensive assessment of the propensity of these reagents to donate a CF3· radical by computing X−CF3 bond homolytic dissociation enthalpies. Single electron reduction has a substantial effect on activating the X−CF3 bond, thereby significantly facilitating a CF3 radical release. The quantitative information provided here could be valuable for mechanistic understanding and the rational design of new radical trifluoromethylation reactions.

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