Metal‐Free SF<sub>6</sub>Activation: A New SF<sub>5</sub>‐Based Reagent Enables Deoxyfluorination and Pentafluorosulfanylation Reactions
Alexis Taponard, Tristan Jarrosson, Lhoussain Khrouz, Maurice Médebielle, Julie Broggi, Anis Tlili
Abstract
Abstract The activation of SF 6 , a potent greenhouse gas, under metal‐free and visible light conditions is reported. Herein, mechanistic investigations including EPR spectroscopy, NMR studies and cyclic voltammetry allowed the rational design of a new fluorinating reagent which was synthesized from the 2‐electron activation of SF 6 with commercially available TDAE. This new SF 5 ‐based reagent was efficiently employed for the deoxyfluorination of CO 2 and the fluorinative desulfurization of CS 2 allowing the formation of useful fluorinated amines. Moreover, for the first time we demonstrated that our SF 5 ‐based reagent could afford the mild generation of Cl‐SF 5 gas. This finding was exploited for the chloro‐pentafluorosulfanylation of alkynes and alkenes.