有机化学 ›› 2016, Vol. 36 ›› Issue (9): 2130-2135.DOI: 10.6023/cjoc201604039 上一篇    下一篇

研究论文

双官能团柱[5]芳烃的合成

苏戈, 吴斗峰, 李巧伟, 侯军利   

  1. 复旦大学化学系 上海 200433
  • 收稿日期:2016-04-19 修回日期:2016-05-13 发布日期:2016-05-19
  • 通讯作者: 侯军利 E-mail:houjl@fudan.edu.cn
  • 基金资助:

    国家自然科学基金(Nos.21422202,21572035)资助项目.

Synthesis of the Bi-functionalized Pillar[5]arene

Su Ge, Wu Doufeng, Li Qiaowei, Hou Junli   

  1. a Department of Chemistry, Fudan University, Shanghai 200433
  • Received:2016-04-19 Revised:2016-05-13 Published:2016-05-19
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos.21422202, 21572035).

以柱[5]芳烃为原料,发展了一种由氨基与酯基以及氨基和羧基双官能团衍生化柱[5]芳烃的合成方法,并通过1H NMR以及X射线单晶衍射实验对柱[5]芳烃中官能团的构象进行了研究.在这类柱[5]芳烃中,分子内氢键可以诱导骨架上的侧链发生内翻,使得侧链上的氨基位于柱[5]芳烃孔穴内,并且通过调节烷基链的长度可以控制氨基的位置.

关键词: 柱[5]芳烃, 双官能团化, 合成, 构象分析

The method for the synthesis of bi-functionalized pillar[5]arenes with amino and ester groups or amino and carboxylic group has been developed. The conformation of the functional group of the pillar[5]arene was investigated by using 1H NMR and X-Ray experiments. The intramolecular hydrogen bonding induces the side-chain of the pillar[5]arene to introvert. And thus, the amino group points to the inside cavity of the pillar[5]arene backbone. The position of the amino group is adjustable by using alkyl chains with different length.

Key words: pillar[5]arene, bi-functionalize, synthesis, conformation analysis