Ketyl Radical Coupling Enabled by Polycyclic Aromatic Hydrocarbon Electrophotocatalysts

被引:33
作者
Edgecomb, Joseph M. [1 ]
Alektiar, Sara N. [1 ]
Cowper, Nicholas G. W. [1 ]
Sowin, Jennifer A. [1 ]
Wickens, Zachary K. [1 ]
机构
[1] Univ Wisconsin, Dept Chem, Madison, WI 53706 USA
关键词
SINGLE-ELECTRON TRANSFER; PHOTOREDOX CATALYSIS; ARYL HALIDES; LIGHT; REDUCTION;
D O I
10.1021/jacs.3c06347
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein, we report a new class of electrophotocatalysts, polycyclic aromatic hydrocarbons, that promote the reduction of unactivated carbonyl compounds to generate versatile ketyl radical intermediates. This catalytic platform enables previously challenging intermolecular ketyl radical coupling reactions, including those that classic reductants (e.g., SmI2/HMPA) have failed to promote. More broadly, this study outlines an approach to fundamentally expand the array of reactive radical intermediates that can be generated via electrophotocatalysis by obviating the need for rapid mesolytic cleavage following substrate reduction.
引用
收藏
页码:20169 / 20175
页数:7
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