降冰片烯荧光三唑化合物的合成及其金属离子识别
收稿日期: 2016-11-02
修回日期: 2016-12-12
网络出版日期: 2016-12-21
基金资助
国家自然科学基金（No.21462027）资助项目.
Norbornene-Based Triazoles for Fluorescent Sensing of Metal Ions
Received date: 2016-11-02
Revised date: 2016-12-12
Online published: 2016-12-21
Supported by
Project supported by the National Natural Science Foundation of China (No. 21462027).
祝文斌, 吕小兰, 朱江华, 曹迁永 . 降冰片烯荧光三唑化合物的合成及其金属离子识别[J]. 有机化学, 2017 , 37(3) : 624 -629 . DOI: 10.6023/cjoc201611004
A new macrocyclic norbornene-based bis-triazole (1) containing anthracene fluorophore and its acyclic analog 2 have been designed and synthesized by "click reaction", and their fluorescence recognition abilities towards various metal ions have been investigated. In CH3CN-H2O (V:V=90:10) solution, cyclic receptor 1 shows excusive turn-off fluorescent sensing of Zn2+. However, acyclic receptor 2 exhibits fluorescence changes towards Zn2+, Hg2+ and Cu2+. Upon addition Zn2+, the fluorescence of 2 give a large enhancement, while the addition of Hg2+ and Cu2+ leads a fluorescence quenching effect. In addition, the binding mechanisms between receptors and metal ions have been discussed via 1H NMR titration and density functional theory (DFT) calculation technique.
Key words： norbornene; anthracene; triazole; fluorescence; metal ions recognition
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