含吡啶-2,6-二酰亚胺单元的大环化合物合成及性质

doi:10.11944/j.issn.1000-0518.2015.03.140247

摘要/Abstract

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

中图分类号:

吴娟, 胡鹏, 黄超, 陈冬梅, 朱必学. 含吡啶-2,6-二酰亚胺单元的大环化合物合成及性质[J]. 应用化学, 2015, 32(3): 284-291.

WU Juan, HU Peng, HUANG Chao, CHEN Dongmei, ZHU Bixue. Synthesis and Properies of Macrocycles Containing Pyridine-2,6-Dicarboxamide Unit[J]. Chinese Journal of Applied Chemistry, 2015, 32(3): 284-291.

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