Trifluoromethylchlorosulfonylation of Alkenes: Evidence for an Inner‐Sphere Mechanism by a Copper Phenanthroline Photoredox Catalyst |
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| Authors: | Dattatraya B. Bagal Dr. Georgiy Kachkovskyi Matthias Knorn Thomas Rawner Prof. Dr. Bhalchandra M. Bhanage Prof. Dr. Oliver Reiser |
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| Affiliation: | 1. Institut für Organische Chemie, Universit?t Regensburg, Universit?tsstrasse 31, 93053 Regensburg (Germany);2. Department of Chemistry, Institute of Chemical Technology, Matunga, Mumbai‐400 019 (India);3. Current address: Institute of Bioorganic Chemistry and Petrochemistry of National Academy of Science of Ukraine, Murmanska str 1, 02660, Kyiv (Ukraine) |
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| Abstract: | 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. |
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| Keywords: | atom‐transfer radical additions (ATRA) chlorosulfonylation copper photocatalysis trifluoromethylation |
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