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

作者：Nicholas G. W. Cowper, Colleen P. Chernowsky, Oliver P. Williams, Zachary K. Wickens · 发表于：Journal of the American Chemical Society · 年份：2020 · DOI：10.1021/jacs.9b12328 · 被引用次数：409 · 研究领域：Radical Photochemical Reactions、Sulfur-Based Synthesis Techniques、Catalytic C–H Functionalization Methods

We describe a new catalytic strategy to transcend the energetic limitations of visible light by electrochemically priming a photocatalyst prior to excitation. This new catalytic system is able to productively engage aryl chlorides with reduction potentials hundreds of millivolts beyond the potential of Na 0 in productive radical coupling reactions. The aryl radicals produced via this strategy can be leveraged for both carbon–carbon and carbon–heteroatom bond-forming reactions. Through direct comparison, we illustrate the reactivity and selectivity advantages of this approach relative to electrolysis and photoredox catalysis.