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通过酸致变色策略发现喹喔啉酮-B(CF)·HO组合作为光催化剂:醇、烯烃和硫醇的需氧氧化

Discovery of the Quinoxalinone-B(CF)·HO Combo as a Photocatalyst by Acidochromism Strategy: Aerobic Oxidation of Alcohol, Alkene, and Thiols.

作者信息

Huang Jie, Luo Yun-Xuan, Wang Long, Tang Xiang-Ying

机构信息

Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, Hubei Engineering Research Center for Biomaterials and Medical Protective Materials, Hubei Key Laboratory of Bioinorganic Chemistry & Materia Medica, The Innovation and Talent Recruitment Base of New Energy Chemistry and Device (B21003), School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology (HUST), Wuhan 430074, People's Republic of China.

出版信息

Org Lett. 2023 Aug 4;25(30):5613-5618. doi: 10.1021/acs.orglett.3c01977. Epub 2023 Jul 20.

DOI:10.1021/acs.orglett.3c01977
PMID:37475111
Abstract

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(CF)·HO, 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(CF)·HO combo could serve as a versatile photocatalyst for both energy transfer and single electron transfer processes.

摘要

通过分子间相互作用来改变光催化剂的反应活性,是一种直接且便捷的催化剂设计策略。在此,我们报道了在加入B(CF)·HO后,喹喔啉酮的氧化电位显著提高,使得醇、硫醇和烯烃在可见光条件下能够进行光氧化还原需氧氧化反应生成羰基化合物和二硫醚。包括X射线结构分析、循环伏安法、电子顺磁共振测量、紫外可见吸收光谱和荧光光谱在内的机理研究表明,喹喔啉酮-B(CF)·HO组合可作为一种通用的光催化剂,用于能量转移和单电子转移过程。

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