Base-Free Photoredox/Nickel Dual-Catalytic Cross-Coupling of Ammonium Alkylsilicates
Matthieu Jouffroy, David N. Primer and Gary A. Molander*
*Roy and Diana Vagelos Laboratories, Department of Chemistry, University of Pennsylvania, Philadelphia, Pennsylvania 19104-6323, United States, Email: gmolandrsas.upenn.edu
M. Jouffroy, D. N. Primer, G. A. Molander, J. Am. Chem. Soc., 2016, 138, 475-478.
DOI: 10.1021/jacs.5b10963 (free Supporting Information)
Hypercoordinate silicates represent an improved class of radical precursors for single-electron transmetalation because of their low oxidation potentials and the innocuous byproducts generated upon oxidation. The cross-coupling of secondary and primary ammonium alkylsilicates with (hetero)aryl bromides works in good to excellent yields.
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