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Eosin Y (EY) Photoredox‐Catalyzed Sulfonylation of Alkenes: Scope and Mechanism
Authors:Andreas Uwe Meyer  Karolína Straková  Dr. Tomáš Slanina  Prof. Dr. Burkhard König
Affiliation:1. University of Regensburg Faculty of Chemistry and Pharmacy, Institute of Organic Chemistry, Regensburg, Germany;2. Department of Chemistry and RECETOX, Masaryk University, Brno, Czech Republic
Abstract:Alkyl‐ and aryl vinyl sulfones were obtained by eosin Y (EY)‐mediated visible‐light photooxidation of sulfinate salts and the reaction of the resulting S‐centered radicals with alkenes. Optimized reaction conditions, the sulfinate and alkene scope, and X‐ray structural analyses of several reaction products are provided. A detailed spectroscopic study explains the reaction mechanism, which proceeds through the EY radical cation as key intermediate oxidizing the sulfinate salts.
Keywords:alkyl sulfinates  photocatalysis  reaction mechanisms  transient spectroscopy  vinyl sulfones
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