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: tyoonchem.wisc.edu
E. L. Tyson, Z. L. Niemeyer, T. P. Yoon, J. Org. Chem., 2014, 79, 1427-1436.
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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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E. L Tyson, M. S. Ament, T. P. Yoon, J. Org. Chem., 2013, 78, 2046-2050.