咪唑修饰的卟啉化合物的合成及其对卤素离子的选择性识别

高等学校化学学报 ›› 2009, Vol. 30 ›› Issue (7): 1332.

咪唑修饰的卟啉化合物的合成及其对卤素离子的选择性识别

谢朝阳, 欧阳勤, 朱义州, 黄薇薇, 郑健禺

南开大学元素有机化学研究所, 元素有机化学国家重点实验室, 天津 300071

收稿日期:2008-12-22 出版日期:2009-07-10 发布日期:2009-07-10
通讯作者: 郑健禺, 男, 博士, 教授, 博士生导师, 主要从事金属有机和超分子化学研究. E-mail: jyzheng@nankai.edu.cn
基金资助:
国家“九七三”计划(批准号: 2006CB932900)、国家自然科学基金(批准号: 20572048, 20802038, 20721062)和天津市科技计划项目(批准号: 07QTPTJC29700)资助.

Synthesis of a Novel Bisimidazolium Branched Zinc Metalloporphyrin and Its Recognition for Halide Anion

XIE Zhao-Yang, OUYANG Qin, ZHU Yi-Zhou, HUANG Wei-Wei, ZHENG Jian-Yu*

State Key Laboratory of Elemento-Organic Chemistry, Institute of Elemento-Organic Chemistry, Nankai University, Tianjin 300071, China

Received:2008-12-22 Online:2009-07-10 Published:2009-07-10
Contact: ZHENG Jian-Yu. E-mail: jyzheng@nankai.edu.cn
Supported by:
国家“九七三”计划(批准号: 2006CB932900)、国家自然科学基金(批准号: 20572048, 20802038, 20721062)和天津市科技计划项目(批准号: 07QTPTJC29700)资助.

摘要/Abstract

摘要：

设计合成了以卟啉为分子“探针”的咪唑修饰的卟啉类化合物4和5. 通过对核磁共振氢谱、紫外-可见光谱及荧光发射光谱的研究显示, 化合物5通过卟啉环中心的锌及2个咪唑环上的活性氢与卤素离子形成三点键合超分子络合物, 并能选择性识别氟离子和氯离子(键合常数分别为5.95×10⁴和7.17×10⁴ mol^-1·L).

关键词: 咪唑; 卟啉; 分子识别; 卤素离子

Abstract:

Artificial receptors that are capable of selectively binding anionic species show promise in the diagnosis and treatment of diseases, and in environmental remediation. Several anion receptors have been constructed from five-membered heterocycles, such as imidazole. In this article, an imidazolium branched zinc porphyrin was designed and synthesized as chemosensor because the electronic spectra of porphyrin were very sensitive to the change of the environment. The UV-Vis, fluorescence and ¹H NMR studies revealed that this receptor could selectively bind F^- and Cl^- over other halide anions. After comparing with the imidazolium branched freebase porphyrin, the model of the anionic binding was considered as three-point cooperation with haloid anions through porphyrin core and two imidazole moieties.

Key words: Imidazolium; Porphyrin; Molecular recognition; Haloid anion

TrendMD:

谢朝阳, 欧阳勤, 朱义州, 黄薇薇, 郑健禺. 咪唑修饰的卟啉化合物的合成及其对卤素离子的选择性识别. 高等学校化学学报, 2009, 30(7): 1332.

XIE Zhao-Yang, OUYANG Qin, ZHU Yi-Zhou, HUANG Wei-Wei, ZHENG Jian-Yu*. Synthesis of a Novel Bisimidazolium Branched Zinc Metalloporphyrin and Its Recognition for Halide Anion. Chem. J. Chinese Universities, 2009, 30(7): 1332.

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