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2018 , Vol. 38 >Issue 7: 1718 - 1724

DOI: https://doi.org/10.6023/cjoc201712037

研究论文

甲氧基柱[5]芳烃对苯并唑类杂环化合物的主客体作用研究

  • 师海雄 ,
  • 程晓斌 ,
  • 林奇 ,
  • 姚虹 ,
  • 张有明 ,
  • 魏太保
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  • a 西北师范大学化学化工学院 教育部生态环境相关材料重点实验室 甘肃省高分子材料重点实验室 兰州 730070;
    b 兰州文理学院化工学院 兰州 730000

收稿日期: 2017-12-26

  修回日期: 2018-03-14

  网络出版日期: 2018-03-29

基金资助

国家自然科学基金（Nos.21661018，21662031，21574104）资助项目.

收起

Study on the Effect of Host-Guest Based on the Dimethoxy-pillar[5]arene and Benzazole Heterocyclic Compounds

  • Shi Haixiong ,
  • Cheng Xiaobin ,
  • Lin Qi ,
  • Yao Hong ,
  • Zhang Youming ,
  • Wei Taibao
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  • a Key Laboratory of Eco-Environment-Related Polymer Materials, Ministry of Education, Key Laboratory of Polymer Materials of Gansu Province, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou 730070;
    b College of Chemical Engineering, Lanzhou University of Arts and Science, Lanzhou 730000

Received date: 2017-12-26

  Revised date: 2018-03-14

  Online published: 2018-03-29

Supported by

Project supported by the National Natural Science Foundation of China (Nos. 21661018, 21662031, 21574104).

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摘要

利用甲氧基柱[5]芳烃（DMP5）作为主体分别与中性苯并噁唑（G2）、苯并咪唑（G3）和苯并噻唑（G1，G4，G5和G6）等6种客体分子成功地构筑了一种主客体包合物，该包合物是基于苯并唑类杂环化合物穿入到柱[5]芳烃的空腔中形成1∶1主客体包结构型.此外，甲氧基柱[5]芳烃（DMP5）与不同的苯并唑类杂环客体都能形成稳定的新型主客体包结物，且与原主客体化合物相比较，主客体包结物的形成可以导致强的荧光强度的改变.对该主客体系统作用通过高分辨质谱和核磁氢谱等进行了研究.

关键词： 柱[5]芳烃; 主客体化学; 组装; 苯并唑类杂环化合物

本文引用格式

师海雄 , 程晓斌 , 林奇 , 姚虹 , 张有明 , 魏太保 . 甲氧基柱[5]芳烃对苯并唑类杂环化合物的主客体作用研究[J]. 有机化学, 2018 , 38(7) : 1718 -1724 . DOI: 10.6023/cjoc201712037

Abstract

A host-guest system was successfully constructed from dimethoxypillar[5]arene (DMP5) and six guest molecules benzoazolidazole (G2), benzimidazole (G3) and benzothiazole (G1, G4, G5 and G6) via host-guest interactions and characterized by various techniques, including HRMS and 1H NMR spectra. The result shows that heterocyclic compound was threaded into the cavity of pillar[5]arene to obtain host-guest system between DMpillar[5]arene and benzazole, forming inclusion complexes. Interestingly, the corresponding guest containing benzazole formed a stable host-guest complex with the same host. Moreover, the addition of guest compounds led to the effective reinforcement of the fluorescence intensity compared with the original guest species and the host (DMP5) that giving an additional support for the host-guest interaction based supramolecular assembly nature of the present system.

Key words： pillar[5]arenes; host-guest chemistry; assembly; benzazole heterocyclic compounds

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