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

作者：Dattatraya B. Bagal, Georgiy O. Kachkovskyi, Matthias Knorn, Thomas Rawner, Bhalchandra Mahadeo Bhanage, Oliver Reiser · 发表于：Angewandte Chemie International Edition · 年份：2015 · DOI：10.1002/anie.201501880 · 被引用次数：358 · 研究领域：Fluorine in Organic Chemistry、Catalytic C–H Functionalization Methods、Inorganic Fluorides and Related Compounds

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]Cl2, [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.