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高等学校化学研究 ›› 2023, Vol. 39 ›› Issue (2): 208-212.doi: 10.1007/s40242-023-2360-6

• Article • 上一篇    下一篇

Synthesis and Characterization of a Persistent Benzoanthracenyl Radical Derivative

GUO Yupeng1, WU Xingye2, HOU Bingxia1, XIANG Qin1, NI Yong3, LI Jinling2, SUN Zhe1   

  1. 1. Institute of Molecular Plus, Department of Chemsitry, Tianjin University, Tianjin 300072, P. R. China;
    2. School of Materials Science and Engineering, Henan University of Technology, Zhengzhou 450001, P. R. China;
    3. Department of Chemistry, Southern University of Science and Technology, Shenzhen 518055, P. R. China
  • 收稿日期:2022-12-30 出版日期:2023-04-01 发布日期:2023-03-16
  • 通讯作者: NI Yong, LI Jinling, SUN Zhe E-mail:niy@sustech.edu.cn;jinling_li@haut.edu.cn;zhesun@tju.edu.cn
  • 基金资助:
    This work was supported by the National Natural Science Foundation of China(No.21971187), the Natural Science Foundation of Tianjin, China (No. 19JCJQJC62700), the Haihe Laboratory of Sustainable Chemical Transformations and Training Plan for Young Core Teachers of Colleges and Universities in Henan Province, China(No.2019GGJS093).

Synthesis and Characterization of a Persistent Benzoanthracenyl Radical Derivative

GUO Yupeng1, WU Xingye2, HOU Bingxia1, XIANG Qin1, NI Yong3, LI Jinling2, SUN Zhe1   

  1. 1. Institute of Molecular Plus, Department of Chemsitry, Tianjin University, Tianjin 300072, P. R. China;
    2. School of Materials Science and Engineering, Henan University of Technology, Zhengzhou 450001, P. R. China;
    3. Department of Chemistry, Southern University of Science and Technology, Shenzhen 518055, P. R. China
  • Received:2022-12-30 Online:2023-04-01 Published:2023-03-16
  • Contact: NI Yong, LI Jinling, SUN Zhe E-mail:niy@sustech.edu.cn;jinling_li@haut.edu.cn;zhesun@tju.edu.cn
  • Supported by:
    This work was supported by the National Natural Science Foundation of China(No.21971187), the Natural Science Foundation of Tianjin, China (No. 19JCJQJC62700), the Haihe Laboratory of Sustainable Chemical Transformations and Training Plan for Young Core Teachers of Colleges and Universities in Henan Province, China(No.2019GGJS093).

摘要: Ahighly persistent benzoanthracenyl radical(BAR1) protected by five substituents at strategic positions is synthesized. BAR1 exhibited half-life time of 108 h in air-saturated solution, which allowed for detailed characterization in the solution. The combined experimental and theoretical study reveals the properties associated with its asymmetric structure and spin distribution. One-electron oxidation of BAR1 afforded stable cationic species BAR1+, whose structure is unambiguously determined by the NMR spectroscopy.

关键词: Graphene fragment, Hydrocarbon radical, Delocalization, Spin distribution, Cation

Abstract: Ahighly persistent benzoanthracenyl radical(BAR1) protected by five substituents at strategic positions is synthesized. BAR1 exhibited half-life time of 108 h in air-saturated solution, which allowed for detailed characterization in the solution. The combined experimental and theoretical study reveals the properties associated with its asymmetric structure and spin distribution. One-electron oxidation of BAR1 afforded stable cationic species BAR1+, whose structure is unambiguously determined by the NMR spectroscopy.

Key words: Graphene fragment, Hydrocarbon radical, Delocalization, Spin distribution, Cation