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Trifluoromethylchlorosulfonylation of Alkenes: Evidence for an Inner‐Sphere Mechanism by a Copper Phenanthroline Photoredox Catalyst

Bagal, Dattatraya B. ; Kachkovskyi, Georgiy ; Knorn, Matthias ; Rawner, Thomas ; Bhanage, Bhalchandra M. ; Reiser, Oliver



Zusammenfassung

A visible-light-mediated procedure for the unprecedented trifluoromethylchlorosulfonylation of unactivated alkenes is presented. It uses [Cu(dap)(2)]Cl as catalyst, and contrasts with [Ru(bpy)(3)]Cl-2, [Ir(ppy)(2)(dtbbpy)]PF6, or eosin Y that exclusively give rise to trifluoromethylchlorination of the same alkenes. It is assumed that [Cu(dap)(2)] Cl plays a dual role, that is, acting both as an electron transfer reagent as well as coordinating the reactants in the bond forming processes.


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