Tags

Type your tag names separated by a space and hit enter

Eosin Y (EY) Photoredox-Catalyzed Sulfonylation of Alkenes: Scope and Mechanism.
Chemistry 2016; 22(25):8694-9C

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.

Authors+Show Affiliations

University of Regensburg Faculty of Chemistry and Pharmacy, Institute of Organic Chemistry, Universitätsstrasse 31, 93053, Regensburg, Germany.University of Regensburg Faculty of Chemistry and Pharmacy, Institute of Organic Chemistry, Universitätsstrasse 31, 93053, Regensburg, Germany.University of Regensburg Faculty of Chemistry and Pharmacy, Institute of Organic Chemistry, Universitätsstrasse 31, 93053, Regensburg, Germany. Department of Chemistry and RECETOX, Masaryk University, Kamenice 5, 625 00, Brno, Czech Republic.University of Regensburg Faculty of Chemistry and Pharmacy, Institute of Organic Chemistry, Universitätsstrasse 31, 93053, Regensburg, Germany. Burkhard.Koenig@ur.de.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

27167454

Citation

Meyer, Andreas Uwe, et al. "Eosin Y (EY) Photoredox-Catalyzed Sulfonylation of Alkenes: Scope and Mechanism." Chemistry (Weinheim an Der Bergstrasse, Germany), vol. 22, no. 25, 2016, pp. 8694-9.
Meyer AU, Straková K, Slanina T, et al. Eosin Y (EY) Photoredox-Catalyzed Sulfonylation of Alkenes: Scope and Mechanism. Chemistry. 2016;22(25):8694-9.
Meyer, A. U., Straková, K., Slanina, T., & König, B. (2016). Eosin Y (EY) Photoredox-Catalyzed Sulfonylation of Alkenes: Scope and Mechanism. Chemistry (Weinheim an Der Bergstrasse, Germany), 22(25), pp. 8694-9. doi:10.1002/chem.201601000.
Meyer AU, et al. Eosin Y (EY) Photoredox-Catalyzed Sulfonylation of Alkenes: Scope and Mechanism. Chemistry. 2016 Jun 13;22(25):8694-9. PubMed PMID: 27167454.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Eosin Y (EY) Photoredox-Catalyzed Sulfonylation of Alkenes: Scope and Mechanism. AU - Meyer,Andreas Uwe, AU - Straková,Karolína, AU - Slanina,Tomáš, AU - König,Burkhard, Y1 - 2016/05/11/ PY - 2016/03/02/received PY - 2016/5/12/entrez PY - 2016/5/12/pubmed PY - 2016/5/12/medline KW - alkyl sulfinates KW - photocatalysis KW - reaction mechanisms KW - transient spectroscopy KW - vinyl sulfones SP - 8694 EP - 9 JF - Chemistry (Weinheim an der Bergstrasse, Germany) JO - Chemistry VL - 22 IS - 25 N2 - 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. SN - 1521-3765 UR - https://www.unboundmedicine.com/medline/citation/27167454/Eosin Y__EY__Photoredox_Catalyzed_Sulfonylation_of_Alkenes:_Scope_and_Mechanism_ L2 - https://doi.org/10.1002/chem.201601000 DB - PRIME DP - Unbound Medicine ER -