Citation: Zhu Wenbin, Lü Xiaolan, Zhu Jianghua, Cao Qianyong. Norbornene-Based Triazoles for Fluorescent Sensing of Metal Ions[J]. Chinese Journal of Organic Chemistry, ;2017, 37(3): 624-629. doi: 10.6023/cjoc201611004 shu

Norbornene-Based Triazoles for Fluorescent Sensing of Metal Ions

Department of Chemistry, Nanchang University, Nanchang 330031

Corresponding author: Cao Qianyong, cqyong@ncu.edu.cn
Received Date: 2 November 2016
Revised Date: 12 December 2016

Fund Project: Project supported by the National Natural Science Foundation of China 21462027

Figures(8)

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.
- norbornene,
- anthracene,
- triazole,
- fluorescence,
- metal ions recognition
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