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化学学报
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化学学报 ›› 2009, Vol. 67 ›› Issue (5): 425-434. 上一篇    下一篇

研究论文

迭代Suzuki偶联反应合成全氟环丁基芳基醚齐聚物的研究

张 森 李永军 童 亮 陆国林 黄晓宇*

  

  1. (中国科学院上海有机化学研究所有机氟化学重点实验室 上海 200032)

  • 投稿日期:2008-09-28 修回日期:2008-11-11 发布日期:2009-03-14
  • 通讯作者: 黄晓宇

Synthesis of Perfluorocyclobutyl Aryl Ether-based Oligomers via Iterative Suzuki Coupling

Zhang, Sen Li, Yongjun Tong, Liang Lu, Guolin Huang, Xiaoyu*   

  1. (Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032)
  • Received:2008-09-28 Revised:2008-11-11 Published:2009-03-14
  • Contact: Huang, Xiaoyu

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被引次数

18 | 3

对迭代Suzuki偶联反应合成全氟环丁基芳基醚齐聚物的方法进行了研究, 并合成了全氟环丁基芳基醚齐聚物. 首先从对溴苯酚出发, 合成了含有一个全氟环丁基芳基醚结构单元的中间体3. 芳基硼酸与中间体3进行Suzuki偶联反应, 得到了含有一个全氟环丁基芳基醚结构单元的硼酸. 重复与中间体3进行Suzuki偶联反应, 从而合成了全氟环丁基芳基醚二聚体和三聚体. 最后通过热环化二聚反应合成了全氟环丁基芳基醚三聚体、五聚体和七聚体.

关键词: 全氟环丁基芳基醚, 齐聚物, Suzuki偶联反应

Perfluorocyclobutyl aryl ether-based oligomers were synthesized via iterative Suzuki coupling reaction. Firstly, intermediate 3 containing one perfluorocyclobutyl aryl ether unit was prepared using 4-bromophenol as starting material followed by Suzuki coupling reaction with aryl-based boronic acid to provide a boronic acid consisting of one perfluorocyclobutyl aryl ether unit. Thus, perfluorocyclobutyl aryl ether-based dimer and trimer were synthesized by repeated Suzuki coupling reactions with intermediate 3. Finally, perfluorocyclobutyl aryl ether-based 3-, 5- and 7-mers were synthesized by thermal cyclo-dimerization reactions.

Key words: perfluorocyclobutyl aryl ether, oligomer, Suzuki coupling reaction