Chin. J. Org. Chem. ›› 2017, Vol. 37 ›› Issue (3): 624-629.DOI: 10.6023/cjoc201611004 Previous Articles     Next Articles



祝文斌, 吕小兰, 朱江华, 曹迁永   

  1. 南昌大学化学学院 鄱阳湖环境与资源利用教育部重点实验室 南昌 330031
  • 收稿日期:2016-11-02 修回日期:2016-12-12 发布日期:2016-12-21
  • 通讯作者: 曹迁永,
  • 基金资助:


Norbornene-Based Triazoles for Fluorescent Sensing of Metal Ions

Zhu Wenbin, Lü Xiaolan, Zhu Jianghua, Cao Qianyong   

  1. Department of Chemistry, Nanchang University, Nanchang 330031
  • Received:2016-11-02 Revised:2016-12-12 Published:2016-12-21
  • Contact: 10.6023/cjoc201611004
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21462027).

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