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  被引量:7

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

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作  者:谢朝阳[1] 欧阳勤[1] 朱义州[1] 黄薇薇[1] 郑健禺[1] 

机构地区:[1]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

出  处:《高等学校化学学报》2009年第7期1332-1336,共5页Chemical Journal of Chinese Universities

基  金: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);天津市科技计划项目(批准号:07QTPTJC29700)资助

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7.17×104mol-1·L).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 ^1~H 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.

关 键 词:咪唑 卟啉 分子识别 卤素离子 

分 类 号:O621[理学—有机化学]

 

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