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Acta Chimica Sinica ›› 2025, Vol. 83 ›› Issue (12): 1592-1618.DOI: 10.6023/A25090302 Previous Articles     Next Articles

Review

硫自由基阳离子在光化学反应中的产生与应用

熊雨平a, 谢文林a,*(), 陈健强b,*(), 吴劼b,c,*()   

  1. a 湖南科技大学 化学化工学院 化学化工学院 湘潭 411201
    b 台州学院 医药化工学院&高等研究院 医药化工学院&高等研究院 台州 318000
    c 中国科学院上海有机化学研究所 金属有机化学国家重点实验室 金属有机化学国家重点实验室 上海 200032
  • 投稿日期:2025-09-10 发布日期:2025-10-16
  • 作者简介:

    熊雨平, 湖南科技大学在读博士生, 硕士毕业于江西师范大学. 以第一作者在Adv. Sci., Org. Lett., Org. Chem. Front., Chin. Chem. Lett.等期刊上发表论文6篇.

    谢文林, 教授、博士生导师. 1990年本科毕业于湖南科技大学, 2002年博士毕业于中山大学: 自1990年本科毕业留校, 一直在湖南科技大学从事教学和科研工作. 主要从事类天然有机分子的设计、合成及生物活性研究. 在Org. Lett., Org. Chem. Front., Chem. Commun., Eur. J. Med. Chem., J. Org. Chem., Bioorg. Med. Chem. Lett.等国际核心期刊发表SCI论文50余篇, 授权发明专利10项.

    陈健强, 副教授、硕士生导师. 本科毕业于南通大学; 博士毕业于兰州大学(导师: 许鹏飞 教授); 2019年11月入职台州学院高等研究院. 主要从事光化学反应研究, 以第一作者或通讯作者身份在Nat. Commun., Chem. Soc. Rev., Adv. Sci., ACS Catal., Green Chem., Org. Lett.等国际核心期刊上发表SCI论文30余篇, 授权发明专利3项.

    吴劼, 教授、博士生导师. 于2000年6月获得中科院上海有机化学研究所博士学位, 之后分别先后在哈佛大学、洛克菲勒大学艾伦·戴蒙德艾滋病研究中心、VivoQuest, Inc. (纽约)从事博士后、访问学者、研究员工作. 2004年回国进入复旦大学化学系担任副教授, 2006年晋升为教授, 博士生导师. 2019年加入台州学院医药化工学院, 主要从事有机合成、药物化学及相关研究工作. 独立工作以来已在Nat. Commun., J. Am. Chem. Soc., Angew. Chem. Int. Ed., Chem. Soc. Rev.等国际核心期刊发表SCI论文400余篇, 参与编写专著四本, 独立撰写专著一本, 获得美国发明专利2项, 中国发明专利30余项.

  • 基金资助:
    项目受国家自然科学基金(22201201); 浙江省自然科学基金(LY23B020001); 湖南省自然科学基金(2024JJ7176)

Photochemical Generation of Sulfide Radical Cations and Their Synthetic Applications

Yuping Xionga, Wenlin Xiea,*(), Jianqiang Chenb,*(), Jie Wub,c,*()   

  1. a School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan 411201, China
    b School of Pharmaceutical and Chemical Engineering & Institute for Advanced Studies, Taizhou University, Taizhou 318000, China
    c State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China
  • Received:2025-09-10 Published:2025-10-16
  • Contact: * E-mail: xwl2000zsu@163.com;chenjq@tzc.edu.cn;jie_wu@fudan.edu.cn.
  • Supported by:
    National Natural Science Foundation of China(22201201); Natural Science Foundation of Zhejiang Province(LY23B020001); Natural Science Foundation of Hunan Province(2024JJ7176)

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The chemistry of free radicals has advanced significantly in recent years. Radical reactions provide chemists a powerful means to access synthetic pathways that were previously regarded as highly challenging or practically unfeasible. Generally, radicals can be classified into three main categories based on their electronic properties: neutral radicals, radical cations, and radical anions. With the advancement of radical chemistry, considerable efforts have been devoted to the study of neutral radicals. In contrast, the transformations of corresponding radical ions remain largely unexplored. Radical ions are commonly generated using oxidants or reductants, photochemical methods, or electrochemical methods. Sulfides and their radical cations are commonly used in synthetic chemistry. This manuscript reviews recent advances in the photochemical generation of sulfide radical cations and summarizes their synthetic applications. It is divided into three sections covering single-electron oxidation of sulfides, S—X bond homolysis of thianthrenium salts, and single-electron transfer from phenothiazine-based photocatalysts. The generated sulfide radical cations can promote C—S and C—H bond cleavage of sulfides, induce O—H bond activation of alcohols, facilitate single-electron transfer from substrates, and drive radical-radical coupling reactions. Moreover, the application of sulfide radical cations in various photocatalytic processes and their synthetic potential are also discussed. The future prospects and emerging trends in the use of sulfide radical cations in organic chemistry are further highlighted.

Key words: photocatalysis, sulfides, radicals, sulfide radical cations, sulfonium