Synthesis of Biaryl Atropisomers via Site-Selective C-H Functionalization
Jason C Genova1, David A Nicewicz1
1Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, United States.
Abstract:
We describe an approach to form conformationally rigid atropisomers with a variety of nucleophiles not commonly applicable to transition-metal-catalyzed methods. The use of organic photoredox catalysis renders this method operationally simple, as direct substrate oxidation followed by nucleophilic attack may furnish the products via site-selective C-H functionalization in moderate to quantitative yields. Density functional theory (DFT) computations estimated the rotational barriers and half-lives of the products.
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