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

作者：Jie Huang, Yun-Xuan Luo, Long Wang, Xiang‐Ying Tang · 发表于：Organic Letters · 年份：2023 · DOI：10.1021/acs.orglett.3c01977 · 被引用次数：14 · 研究领域：Radical Photochemical Reactions、Sulfur-Based Synthesis Techniques、Fluorine in Organic Chemistry

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.