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Discovery of the Quinoxalinone-B(C 6 F 5 ) 3 ·H 2 O Combo as a Photocatalyst by Acidochromism Strategy: Aerobic Oxidation of Alcohol, Alkene, and Thiols.

Jie HuangYun-Xuan LuoLong WangXiang-Ying Tang
Published in: Organic letters (2023)
Modification of photocatalyst reactivity through intermolecular interactions represents a straightforward and convenient strategy for catalyst designation. Herein, we reported that upon the addition of B(C 6 F 5 ) 3 ·H 2 O, the oxidation potential of quinoxalinone increased remarkably, enabling the photoredox aerobic oxidation of alcohol, thiols, and alkenes toward carbonyl compounds and dithioethers under visible light conditions. Mechanistic studies, including X-ray structure analysis, cyclic voltammetry, electron paramagnetic resonance measurements, UV-vis absorption, and fluorescence spectra, revealed that the quinoxalinone-B(C 6 F 5 ) 3 ·H 2 O combo could serve as a versatile photocatalyst for both energy transfer and single electron transfer processes.
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