有机化学 ›› 2014, Vol. 34 ›› Issue (12): 2559-2565.DOI: 10.6023/cjoc201406009 上一篇    下一篇

研究简报

一锅法合成基于丁二炔-苯环冠醚的[2]轮烷

陈木娟, 郭浩玉, 周松根, 陈坤, 蒋腊生   

  1. 华南师范大学化学与环境学院 广州 510006
  • 收稿日期:2014-06-07 修回日期:2014-07-19 出版日期:2014-12-25 发布日期:2014-08-11
  • 通讯作者: 蒋腊生 E-mail:jianglsh@scnu.edu.cn
  • 基金资助:

    国家自然科学基金(No.21072066)和广东省省部产学研基金(No.2012B090700003)资助项目.

One-Pot Synthesis of A New [2]rotaxane Based on the Phenylene-Diacetylene Crown Ether

Chen Mujuan, Guo Haoyu, Zhou Songgen, Chen Kun, Jiang Lasheng   

  1. School of Chemistry and Environment, South China Normal University, Guangzhou 510006
  • Received:2014-06-07 Revised:2014-07-19 Online:2014-12-25 Published:2014-08-11
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21072066) and the Key Project on the Integration of Industry, Education and Research of Guangdong Province (No. 2012B090700003).

以丁二炔-苯环冠醚作为大环化合物, 以带有4,4'-联吡啶正离子结构的线性分子作为半封端分子, 通过简便的一锅法合成一种新的[2]轮烷分子, 产率为24%. 经高分辨质谱、核磁共振氢谱、核磁共振碳谱等手段确认了丁二炔-苯环冠醚大环与带有两个4,4'-联吡啶二正离子的线性封端分子组装形成[2]轮烷结构, 且丁二炔-苯环冠醚在线性分子的两个识别点间作往返运动.

关键词: 丁二炔-苯环冠醚, 一锅法, 合成, [2]轮烷

A new [2]rotaxane was synthesized via one-pot method, based on the assembly of the phenylene-diacetylene crown ether (acted as ring molecule) and the paraquat derivative (acted as semi-axle molecule). The HR-MS, 1H NMR and 13C NMR spectra have confirmed that one phenylene-diacetylene crown ether ring threaded though the axle molecule forming the corresponding [2]rotaxane, and the macrocyclic ring moves from one 4,4'-bipyridinium station to another 4,4'-bipyridinium station.

Key words: phenylene-diacetylene crown ether, one-pot method, synthesis, [2]rotaxane