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2013 , Vol. 33 >Issue 08: 1798 - 1803

DOI: https://doi.org/10.6023/cjoc201301062

研究论文

大环化合物的合成、结构及其对镧(Ⅲ)离子的识别研究

  • 欧敏 ,
  • 邓雅欣 ,
  • 王芳芳 ,
  • 朱纯 ,
  • 张奇龙 ,
  • 朱必学
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  • 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: 2013-01-24

  修回日期: 2013-03-15

  网络出版日期: 2013-04-03

基金资助

国家自然科学基金(No. 21061003);贵州省自然科学基金(No.[2012]2151)资助项目.

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Synthesis, Structures of Macrocyclic Compounds and Study on Recognition for La(Ⅲ) Ion

  • Ou Min ,
  • Deng Yaxin ,
  • Wang Fangfang ,
  • Zhu Chun ,
  • Zhang Qilong ,
  • Zhu Bixue
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  • a Key Laboratory of Macrocyclic and Supramolecular Chemistry, Guizhou University, Guiyang 550025;
    b Department of Chemistry, Guiyang Medical College, Guiyang 550004

Received date: 2013-01-24

  Revised date: 2013-03-15

  Online published: 2013-04-03

Supported by

Project supported by the National Natural Science Foundation of China (No. 21061003) and the Natural Science Foundation of Guizhou Province (No.[2012]2151).

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摘要

在Ba2+离子诱导作用下, 采用前体二醛1 [1,2-双(2'-甲酰苯氧基)乙烷]和前体二胺2[间苯二酚-双(4-胺基苯基)醚] 进行缩合, 得到[1+1] Schiff碱大环化合物3, 进一步将大环3还原得大环4, 用1H NMR, IR, 质谱和元素分析等对其组成进行了表征. 采用X射线衍射技术测定了大环 3和相应的还原产物4的晶体结构. 结构解析结果表明, 大环3的分子呈折叠结构, 4表现为扭曲的非叠结构. 采用UV-vis光谱技术, 对大环与系列稀土离子的键合作用进行了考察, 结果表明, 大环化合物3对镧(Ⅲ)离子具有选择性识别作用. 进一步采用Job法确定了大环3与镧(Ⅲ)离子配位作用的键合比为1:1, 键合常数为7.59×103.

关键词： 大环化合物; 晶体结构; 镧(Ⅲ)离子; 识别

本文引用格式

欧敏 , 邓雅欣 , 王芳芳 , 朱纯 , 张奇龙 , 朱必学 . 大环化合物的合成、结构及其对镧(Ⅲ)离子的识别研究[J]. 有机化学, 2013 , 33(08) : 1798 -1803 . DOI: 10.6023/cjoc201301062

Abstract

[1+1] Schiff base macrocyclic compound 3 has been synthesized from precursor 1 [1,2-bis(2'-formacyl- phenoxy)ethane] and precursor 2[2-resorcinol-bis(4-aminophenyl)ether] via condensation and cyclization using Ba2+ as template. The macrocycle 3 was further reduced giving macrocyclic compound 4, and the structures were characterized by 1H NMR, IR, MS and elemental analysis, respectively. The X-ray single crystal analysis reveals that the macrocycle 3 has a folding structure, and 4 shows a twisted unfolding structure. The study for the reaction of the macrocyclic compound 3 or 4 with a series of the rare earth ions is performed by UV-Vis absorption spectra technique, and the results show that the macrocycle 3 displayed a selective recognition for La3+ ion. Moreover, the JOB plot exhibited a 1:1 (host:guest) stoichiometry between the host 3 and La3+, and the binding constant (K) was determined using UV-vis titration method, K=7.59×103.

Key words： macrocyclic compound; crystal structure; La(Ⅲ) ion; recognition

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