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Potent Reductants via Electron-Primed Photoredox Catalysis: Unlocking Aryl Chlorides for Radical Coupling

Nicholas G. W. Cowper, Colleen P. Chernowsky, Oliver P. Williams and Zachary K. Wickens*

*Department of Chemistry, University of Wisconsin-Madison, Madison, Wisconsin 53706, United States, Email: wickenswisc.edu

N. G. W. Cowper, C. P. Chernowsky, O. P. Williams, Z. K. Wickens, J. Am. Chem. Soc., 2020, 142, 2093-2099.

DOI: 10.1021/jacs.9b12328 (free Supporting Information)



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Abstract

The energetic limitations of visible light can be circumvented by electrochemically priming a photocatalyst prior to excitation. This method enables the use of aryl chlorides with reduction potentials hundreds of millivolts beyond the potential of Na0 in carbon-carbon and carbon-heteroatom bond-forming reactions.

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Key Words

phosphorylation, electrochemistry, photochemistry, organocatalysis


ID: J48-Y2020