Discovery of the Quinoxalinone–B(C6F5)3·H2O Combo as a Photocatalyst by Acidochromism Strategy: Aerobic Oxidation of Alcohol, Alkene, and Thiols

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(C6F5)3·H2O, the oxidation potential of quinoxalinone increased remarkably, enabling the photore...

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Published inOrganic letters Vol. 25; no. 30; pp. 5613 - 5618
Main Authors Huang, Jie, Luo, Yun-Xuan, Wang, Long, Tang, Xiang-Ying
Format Journal Article
LanguageEnglish
Published American Chemical Society 04.08.2023
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Summary: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(C6F5)3·H2O, 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(C6F5)3·H2O combo could serve as a versatile photocatalyst for both energy transfer and single electron transfer processes.
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ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.3c01977