有机化学 ›› 2010, Vol. 30 ›› Issue (04): 590-594. 上一篇    下一篇

研究论文

冠醚桥接苯并菲二聚体合成的新途径

李娟娟,何志群*,许敏,孔翔飞,张春秀   

  1. (北京交通大学理学院光电子技术研究所 教育部发光与光信息技术重点实验室 北京 100044)
  • 收稿日期:2008-12-30 修回日期:2010-02-18 发布日期:2010-04-28
  • 通讯作者: 何志群 E-mail:zhqhe@bjtu.edu.cn
  • 基金资助:

    科技部国际合作项目;国家自然科学基金;国家自然科学基金

A Synthetic Route towards a Crown-Ether Linked Triphenylene Dimer

Li Juanjuan He Zhiqun* Xu Min Kong Xiangfei Zhang Chunxiu   

  1. (Key Laboratory of Luminescence and Optical Information, Ministry of Education, Institute of Optoelectronic Technology, Beijing Jiaotong University, Beijing 100044)
  • Received:2008-12-30 Revised:2010-02-18 Published:2010-04-28
  • Contact: Zhiqun He E-mail:zhqhe@bjtu.edu.cn

本研究借鉴合成冠醚的Willianmson反应, 通过缓慢滴加二氯乙醚合成了重要中间体乙氧基醚链接的苯并菲二聚体, 且避免了2,3-二羟基四戊烷氧基苯并菲自身成环反应所导致单一冠醚苯并菲的生成. 进一步以该中间体为原料, 通过缩合反应, 最终得到了冠醚桥接苯并菲二聚体, 并用1H NMR, 13C NMR和MALDI-TOF质谱对产物的结构和纯度进行了表征.

关键词: Willianmson, 苯并菲, 二聚体, 冠醚

According to Willianmson reaction for the synthesis of crown ether ring, a very important intermediate, alkoxy-chain linked two triphenylene moieties was synthesized successfully through a slow addition of bis(2-chloroethyl) ether to avoid the production of crown ether ring on single triphenylene from 2,3-dihydroxy-tetrakis(pentyloxy)-triphenylene. Furthermore, a crown ether bridged triphenylene dimer was finally achieved via the condensation reaction of bis(2-chloroethyl) ether with the intermediate. The final product was characterized by 1H NMR, 13C NMR and MALDI-TOF spectra.

Key words: Willianmson, triphenylene, dimer, crown ether