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- W2997801793 abstract "Boronic acids are centrally important functional motifs and synthetic precursors. Visible light-induced borylation may provide access to structurally diverse boronates, but a broadly efficient photocatalytic borylation method that can effect borylation of a wide range of substrates, including strong C-O bonds, remains elusive. Herein, we report a general, metal-free visible light-induced photocatalytic borylation platform that enables borylation of electron-rich derivatives of phenols and anilines, chloroarenes, as well as other haloarenes. The reaction exhibits excellent functional group tolerance, as demonstrated by the borylation of a range of structurally complex substrates. Remarkably, the reaction is catalyzed by phenothiazine, a simple organic photocatalyst with MW < 200 that mediates the previously unachievable visible light-induced single electron reduction of phenol derivatives with reduction potentials as negative as approximately - 3 V versus SCE by a proton-coupled electron transfer mechanism. Mechanistic studies point to the crucial role of the photocatalyst-base interaction." @default.
- W2997801793 created "2020-01-10" @default.
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- W2997801793 date "2020-01-03" @default.
- W2997801793 modified "2023-10-16" @default.
- W2997801793 title "Visible Light-Induced Borylation of C–O, C–N, and C–X Bonds" @default.
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- W2997801793 doi "https://doi.org/10.1021/jacs.9b12519" @default.
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