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研究论文

蒽醌光敏剂设计合成与光催化C(sp3)-H氧化反应性能研究

程熹a, 李雅琳a, 吴鹏a, 苏敏a, 张梓轩a, 焦民均a, 刘雪粉b, 罗书平*,a   

  1. a浙江工业大学化学工程学院 杭州 310014;
    b杭州师范大学材料与化学化工学院 杭州 311121
  • 收稿日期:2025-12-02 修回日期:2026-01-14
  • 基金资助:
    国家自然科学基金(No.21376222)资助项目.

Anthraquinone-Based：Design,Synthesis and Application in Photocatalytic C-H Oxidation

Cheng Xia, Li Yalina, Wu Penga, Su Mina, Zhang Zixuana, Jiao Minjuna Liu Xuefena, Luo Shuping*,a   

  1. aCollege of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310014;
    bCollege of Material, Chemistry and Chemical Engineering, Hangzhou Normal University, Hangzhou 311121
  • Received:2025-12-02 Revised:2026-01-14
  • Contact: *E-mail: luoshuping@zjut.edu.cn
  • Supported by:
    National Natural Science Foundation (No. 21376222).

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本文对蒽醌的α和β位进行结构编辑,设计合成了7种新型蒽醌光敏剂,并发现在甲基的光氧化反应中具有优异光催化性能。研究结果表明,在蒽醌母体β位点上引入强吸电子的三氟甲基取代基得到的2-三氟甲基蒽醌（PC6）,表现出最好的光氧化性能和选择性,光催化速率是蒽醌的近30倍,并具有良好底物普适性,对大部分缺电子取代基和富电子取代基的芳杂环甲基衍生物实现良好以上的反应收率。通过紫外-可见吸收光谱、荧光光谱、循环伏安及密度泛函理论（DFT）计算发现PC6的荧光量子产率达到蒽醌的2.5倍,是其光催化效率提升的主要原因。该反应体系具有简单高效、条件温和和官能团耐受性好的优点,为后续的C(sp3)-H 活化反应提供了高效催化剂和有效的光催化方法。

关键词: 光催化, 蒽醌光敏剂, C(sp3)-H氧化

In this study, seven anthraquinone-based photosensitizers were synthesized via structural modification at the α- and β-positions of the anthraquinone core. These compounds exhibited excellent photocatalytic performance in the photooxidation of methyl groups. Specifically, 2-trifluoromethylanthraquinone (PC6) was identified as the most active and selective catalyst, with a photocatalytic rate nearly 30-fold higher than that of unmodified anthraquinone. Moreover, PC6 showed good substrate generality, affording favorable to excellent yields for most electron-deficient and electron-rich heteroaromatic methyl derivatives. Systematic characterizations, including UV-Vis absorption spectroscopy, fluorescence spectroscopy, cyclic voltammetry, and density functional theory (DFT) calculations, were conducted to elucidate the catalytic mechanism. The results revealed that the enhanced catalytic performance of PC6 is primarily attributed to its higher fluorescence quantum yield, which is 2.5 times that of anthraquinone. This photocatalytic system features simplicity, high efficiency, mild reaction conditions, and excellent functional group tolerance. Thus, it provides an efficient catalyst and a practical strategy for C(sp³)-H activation reactions.

Key words: Photocatalysis, Anthraquinone Photosensitizer, C(sp3)-H activation