应用化学 ›› 2015, Vol. 32 ›› Issue (3): 284-291.DOI: 10.11944/j.issn.1000-0518.2015.03.140247

• 研究论文 • 上一篇    下一篇

含吡啶-2,6-二酰亚胺单元的大环化合物合成及性质

吴娟a,胡鹏b,黄超a,陈冬梅a,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:2014-07-16 接受日期:2014-10-07 出版日期:2015-03-02 发布日期:2015-03-02
  • 通讯作者: 朱必学
  • 基金资助:
    国家自然科学基金资助项目(21061003);教育部“春晖计划”项目(132008)

Synthesis and Properies of Macrocycles Containing Pyridine-2,6-Dicarboxamide Unit

WU Juana, HU Pengb, HUANG Chaoa, CHEN Dongmeia, ZHU Bixuea, *   

  1. aKey Laboratory of Macrocyclic and Supramolecular Chemistry,Guizhou University,Guiyang 550025,China
    bDepartment of Chemistry,Guiyang Medical College,Guiyang 550004,China
  • Received:2014-07-16 Accepted:2014-10-07 Published:2015-03-02 Online:2015-03-02
  • Contact: Bixue ZHU
  • Supported by:
    Supported by the National Natural Science Foundation of China(No.21061003), the “Chun-Hui” Funds of Chinese Ministry of Education(No.132008)

摘要:

在硫酸催化作用下,用前体二醛1[1,3-二(2'-甲酰苯氧基)丙烷]和前体二胺2[N,N'-(2-胺基苯基)-2,6-二甲酰亚胺吡啶]合成了[1+1]席夫碱大环化合物3,进一步还原得到饱和大环4。 用1H NMR、IR、元素分析和质谱等技术手段对大环3和4的组成进行了表征。 采用X射线衍射仪测定了大环3 和4的晶体结构。 用UV-Vis光谱仪对大环3和4与系列阴离子的作用分别进行了考察,结果表明,饱和大环4仅对F-有明显的选择性作用,并测定了该配位反应的配位比和平衡常数,进一步考察了大环3和4对甲醇的吸附性能。

 

关键词: 吡啶-二酰亚胺, 大环, 晶体结构, 阴离子识别, 吸附性质

Abstract:

The [1+1] Schiff base macrocyclic compound 3 was synthesized via the condensation of precursor 1 [1,3-bis(2'-formylphenoxy)propane] and precursor 2 [N,N'-(2-aminophenyl)pyridine-2,6-dicarboxamide] in the presence of sulfuric acid. Macrocycle 3 was reduced to the corresponding saturated macrocycle 4. Their structures were characterized by 1H NMR, IR, MS spectra and elemental analysis. The crystal structures of the two macrocycles were determined by the X-ray diffraction analysis. The study of the reaction of the macrocyclic compound 3 or 4 with a series of anions was performed by UV-Vis absorption spectra technique. The results show that the saturated macrocycle 4 displayed a selective recognition for F- ion, and the stoichiometric ratio and the stability constant of the complex were determined. Furthermore the adsorption abilities of the two macrocycles for methanol were investigated.

Key words: pyridine-dicarboxamide, macrocycle, crystal structure, anion recognition, adsorption property

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