有机化学 ›› 2014, Vol. 34 ›› Issue (2): 334-339.DOI: 10.6023/cjoc201307033 上一篇    下一篇

研究论文

含酰亚胺骨架的大环化合物合成、结构及其对阴离子的识别研究

王芳芳a, 欧敏a, 邓雅欣a, 冉旭a, 张奇龙b, 朱必学a   

  1. a 贵州大学大环及超分子化学重点实验室 贵阳 550025;
    b 贵阳医学院化学教研室 贵阳 550004
  • 收稿日期:2013-07-21 修回日期:2013-09-27 出版日期:2014-02-25 发布日期:2013-10-31
  • 通讯作者: 朱必学 E-mail:sci.bxzhu@gzu.edu.cn
  • 基金资助:

    国家自然科学基金(No.21061003)和贵州省国际合作基金[No.(2009)700104]资助项目.

Synthesis, Structures of Macrocyclic Compounds Containing Imide Skeleton and the Study on Recognition for F- Ion

Wang Fangfanga, Ou Mina, Deng Yaxina, Ran Xua, Zhang Qilongb, Zhu Bixuea   

  1. a Key Laboratory of Macrocyclic and Supramolecular Chemistry, Guizhou University, Guiyang 550025;
    b Department of Chemistry, Guiyang Medical College, Guiyang 550004
  • Received:2013-07-21 Revised:2013-09-27 Online:2014-02-25 Published:2013-10-31
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21061003) and the International Cooperation Foundation of Guizhou Province [No. (2009)700104].

在磷酸催化作用下,采用前体二胺NN'-(2-胺基苯基)-2,6-二甲酰亚胺吡啶(1)和前体二醛1,4-二(2'-甲酰苯氧基)丁烷(2)进行缩合作用得到[1+1] Schiff碱大环化合物3,进一步将Schiff碱大环3还原得到饱和大环4. 并采用1H NMR,IR,质谱和元素分析等技术对大环34的组成进行了表征. 采用X射线单晶衍射技术测定了Schiff碱大环3的晶体结构,结果表明大环 3 具有扭曲的“8”字形结构. 采用UV-vis光谱滴定技术对大环与系列阴离子的键合作用进行了考察,结果表明,Schiff碱大环3对F-离子有明显的选择性识别作用,并测定了该配位反应的配位比和平衡常数.

关键词: 大环化合物, 合成, 晶体结构, 识别

A novel [1+1] Schiff base macrocyclic compound 3 has been synthesized from precursors N,N'-(2-amino- phenyl)pyridine-2,6-dicarboxamide (1) and 1,2-bis(2'-formacylphenoxy)tetrane (2) via condensation in the presence of the phosphoric acid. Furthermore the macrocycle 3 was reduced to the corresponding saturated macrocycle 4. Both macrocycles were characterized by 1H NMR, IR, MS and elemental analysis. The crystal structure of 3 was determined by X-ray diffraction analysis. The result reveals that the macrocycle 3 exhibits twisted to “figure eight” conformation. The results show that the macrocycle 3 displays a selective recognition ability for F- ion by the both macrocycles with a series of anions using UV-vis absorption spectra technique. The stoichiometric ratio and the stability constant of the coordination reaction were determined.

Key words: macrocyclic compound, synthesis, crystal structure, recognition