Citation: Kai-Ran Zhang, Ming Hu, Jun Luo, Fengying Ye, Ting-Ting Zhou, Ying-Xue Yuan, Miao-Li Gao, Yan-Song Zheng. Pseudo-crown ether having AIE and PET effects from a TPE-CD conjugate for highly selective detection of mercury ions[J]. Chinese Chemical Letters, ;2022, 33(3): 1505-1510. doi: 10.1016/j.cclet.2021.08.072 shu

Pseudo-crown ether having AIE and PET effects from a TPE-CD conjugate for highly selective detection of mercury ions

a.
Key Laboratory of Material Chemistry for Energy Conversion and Storage, Ministry of Education, School of Chemistry and Chemical Engineering, Huazhong University of Science and Technology, Wuhan 430074, China
b.
Tongji School of Pharmacy, Huazhong University of Science and Technology, Wuhan 430030, China

zh907@hust.edu.cn

Received Date: 27 June 2021
Revised Date: 10 August 2021
Accepted Date: 13 August 2021
Available Online: 19 August 2021

Figures(9)

A new tetraphenylethylene-cyclodextrin (TPE-CD) conjugate with a linkage composed of long triethylene glycol chain and triazole ring on the CD rim has been designed and synthesized. The TPE-CD conjugate exists in a stretched form in DMSO and enhances its fluorescence after addition of a small amount of water due to aggregation-induced emission (AIE) effect. However, in the presence of a large amount of water, the TPE unit will enter the cyclodextrin cavity to form a folded self-inclusion compound. In the self-inclusion compound, not only nitrogen-containing pseudo-crown ether is formed but also arouses photo-induced electron transfer (PET) process from nitrogen atoms of triazole ring to TPE unit and quenches the fluorescence although more aggregation occurs in more water. This is the first finding that TPE-macrocycle conjugate can form pseudo-crown ether and has both the AIE phenomenon and the PET effect. Interestingly, only mercury ion arouses the fluorescence recover of the self-inclusion compound by entering the pseudo-crown ether cavity and blocking the PET process by binding to the nitrogen atoms, while other tested metal ions almost have no effect on the fluorescence. Therefore, the TPE-CD conjugate can be used for the highly selective fluorescence "Turn-On" detection of Hg²⁺.
- Tetraphenylethylene-cyclodextrin conjugate,
- Aggregation-induced emission,
- Self-inclusion compound,
- Photo-induced electron transfer,
- Mercury ion sensor,
- Highly selective,
- Pseudo-crown ether
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