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Redox Mediators in Visible Light Photocatalysis: Photocatalytic Radical Thiol-Ene Additions

Elizabeth L. Tyson, Zachary L. Niemeyer and Tehshik P. Yoon*

*Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, United States, Email:

E. L. Tyson, Z. L. Niemeyer, T. P. Yoon, J. Org. Chem., 2014, 79, 1427-1436.

DOI: 10.1021/jo500031g

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Synthetically useful high-yielding, radical thiol-ene reactions can be initiated by visible light irradiation in the presence of transition metal polypyridyl photocatalysts in the presence of p-toluidine as a redox mediator that is capable of catalyzing the otherwise inefficient photooxidation of thiols to the key thiyl radical intermediate. Thus, co-catalytic oxidants can be important in the design of synthetic reactions involving visible light photoredox catalysis.

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Transition Metal Photoredox Catalysis of Radical Thiol-Ene Reactions

E. L Tyson, M. S. Ament, T. P. Yoon, J. Org. Chem., 2013, 78, 2046-2050.

Key Words


ID: J42-Y2014