Eosin Y (EY) Photoredox-Catalyzed Sulfonylation of Alkenes: Scope and Mechanism

Meyer, Andreas Uwe and Strakova, Karolina and Slanina, Tomas and Koenig, Burkhard (2016) Eosin Y (EY) Photoredox-Catalyzed Sulfonylation of Alkenes: Scope and Mechanism. CHEMISTRY-A EUROPEAN JOURNAL, 22 (25). pp. 8694-8699. ISSN 0947-6539, 1521-3765

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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.

Item Type: Article
Uncontrolled Keywords: DOPAMINE-RECEPTOR INACTIVATION; VINYL SULFONES; VISIBLE-LIGHT; METAL-FREE; DECARBOXYLATIVE SULFONYLATION; (E)-ALKENYL SULFONES; (E)-VINYL SULFONES; MEDIATED SYNTHESIS; ORGANIC-SYNTHESIS; CINNAMIC-ACIDS; alkyl sulfinates; photocatalysis; reaction mechanisms; transient spectroscopy; vinyl sulfones
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie
Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 15 Mar 2019 09:01
Last Modified: 15 Mar 2019 09:01
URI: https://pred.uni-regensburg.de/id/eprint/2772

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