有机化学 ›› 2012, Vol. 32 ›› Issue (01): 81-87.DOI: 10.6023/cjoc1101103 上一篇    下一篇

研究论文

带内取向柔性多醚链苯炔大环合成

李全, 郑盈, 王力, 易守兵, 程晓红   

  1. 云南大学化学科学与工程学院 教育部自然资源药物化学重点实验室 昆明 650091
  • 收稿日期:2011-01-10 修回日期:2011-09-14 发布日期:2011-09-27
  • 通讯作者: 李全 E-mail:497677500@qq.com
  • 基金资助:

    国家教育部博士点基金(No. 20070673002)资助项目.

Synthesis of Shape-Persistent Phenyl Ethynylene Macrocycles with Intrannular Flexible Oligooxylethylene Chains

Li Quan, Zheng Ying, Wang Li, Yi Shoubing, Cheng Xiaohong   

  1. School of Chemistry Science and Engineering, Key Laboratory of Medicinal Chemistry for Natural Resourse of Ministry of Education, Yunnan University, Kunming 650091
  • Received:2011-01-10 Revised:2011-09-14 Published:2011-09-27
  • Contact: Quan Li E-mail:497677500@qq.com
  • Supported by:

    Project supported by the Ph.D. Program Foundation of Ministry of Education of China (No. 20070673002).

采用分子间Glaser 半环闭环法合成了带内取向柔性多醚链的苯炔大环. 用1H NMR, 13C NMR, HRMS, UV 及PL(photduminescence)确证了目标大环结构, 凝胶色谱测定了目标大环纯度. 经偏光显微镜(POM)和差热分析仪(DSC)测试表明大环没有呈现预期的液晶性质, 可能是由于环内柔性链过于拥挤, 不能形成与环平面共面结构, 以至于难于进行有序堆积的缘故.

关键词: 苯炔大环, 合成, 内取向, 多醚链

Shape-persistent phenyl ethynylene macrocycles with intraanular flexible oligooxylethylene chains were synthesized by intramolecular Glaser coupling reaction of half rings. The structures of target phenyl ethynylene macrocycles were identified by 1H NMR, 13C NMR, HRMS, UV and PL (photduminescence), The purity of the target macrocycles was determined by GPC. All the macrocycles are nomesogens as indicated by polarized optical microscopy (POM) and differential scanning calorimetry (DSC), the reason is analyzed as the streric hindrance of the intrannular flexible chains which led to the anordered aggregation of the macrocycles.

Key words: phenyl ethynylene macrocycle, synthesis, intrannular, oligooxylethylene chain