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Electrophotocatalytic C–H Functionalization of Ethers with High Regioselectivity.
Journal of the American Chemical Society ( IF 15.0 ) Pub Date : 2020-01-06 , DOI: 10.1021/jacs.9b11472
He Huang 1 , Zack M Strater 2 , Tristan H Lambert 1, 2
Affiliation  

The highly regioselective electrophotocatalytic C-H functionalization of ethers is described. These reactions are catalyzed by a trisaminocyclopropenium (TAC) ion in a mild electrochemical potential with visible light irradiation. Ethers undergo oxidant-free coupling with isoquinolines, alkenes, alkynes, pyrazoles, and purines with typically high regioselectivity for the less-hindered α-position. The reaction is proposed to operate via hydrogen atom transfer (HAT) from the substrate to the photoexcited TAC radical dication, thus demonstrating a new reactivity mode for this electrophotocatalyst.

中文翻译:

具有高区域选择性的醚的电光催化 C-H 官能化。

描述了醚的高度区域选择性电光催化 CH 官能化。这些反应由三氨基环丙烯 (TAC) 离子在温和的电化学势和可见光照射下催化。醚与异喹啉、烯烃、炔烃、吡唑和嘌呤进行无氧化剂偶联,通常对受阻较少的 α 位具有高区域选择性。该反应被提议通过氢原子转移(HAT)从底物到光激发的 TAC 自由基进行,从而证明了该电光催化剂的新反应模式。
更新日期:2020-01-06
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