Eosin Y (EY) Photoredox‐Catalyzed Sulfonylation of Alkenes: Scope and Mechanism | Zendy

Meyer Andreas Uwe | Zendy; Straková Karolína | Zendy; Slanina Tomáš | Zendy; König Burkhard | Zendy

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

Author(s) -

Meyer Andreas Uwe,

Straková Karolína,

Slanina Tomáš,

König Burkhard

Publication year - 2016

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201601000

Subject(s) - eosin y , oxidizing agent , alkene , chemistry , radical , eosin , photochemistry , photoredox catalysis , alkyl , catalysis , aryl , reaction mechanism , enol , visible spectrum , organic chemistry , photocatalysis , materials science , medicine , staining , pathology , optoelectronics

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.

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