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Acta Chimica Sinica ›› 2011, Vol. 69 ›› Issue (06): 680-686. Previous Articles     Next Articles

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铁催化的苯并异吡喃鎓四氟硼酸盐的氧化自由基偶联行为研究

宋晓男1，莫磊2，胡治隆1，杨震宇1，姚祝军*,1,2   

  1. (1中国科学院上海有机化学研究所生命有机化学国家重点实验室 上海 200032)
    (2南京大学化学化工学院 南京微结构国家实验室(筹) 南京 210093)
  • 投稿日期:2010-09-02 修回日期:2010-10-23 发布日期:2010-12-15
  • 通讯作者: 姚祝军 E-mail:yaoz@sioc.ac.cn
  • 基金资助:

    基金委重点项目;基金委创新群体

Study on Iron-Catalyzed Oxidative Free Radical Dimerization of Isochromenylium Tetrafluoroborate

Song Xiaonan1 Mo Lei2 Hu Zhilong1 Yang Zhenyu1 Yao Zhujun*,1,2   

  1. (1 State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032)
    (2 Nanjing National Laboratory of Microstructure, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093)
  • Received:2010-09-02 Revised:2010-10-23 Published:2010-12-15
  • Contact: Zhu-Jun Yao E-mail:yaoz@sioc.ac.cn

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Isochromenylium tetrafluoroborates (ICTBs) are a novel class of air- and moisture-stable organic salts recently developed by our group. These organic salts retain high reactivity of the unique isochromenylium intermediates in many chemical reactions. The dimerization of ICTBs via O—H bond oxidation with hyper-iron species in the presence of hydrogen peroxide and catalytic amount of iron complex has been studied in this work. Under the optimized conditions, two interesting dimeric products and some minor byproducts were identified, and the corresponding mechanisms were discussed.

Key words: isochromenylium tetrafluoroborate, iron, catalysis, oxidation, free radical