Issue 12, 2024

Tetraphenylethylene[3]arene: synthesis, structure, and sensing of I

Abstract

A novel luminous macrocyclic arene, named tetraphenylethylene[3]arene 1, was conveniently synthesized by Lewis acid-promoted one-pot condensation of 1,1′,4,4′-tetramethoxytetraphenylethylene and paraformaldehyde in dichloromethane at room temperature. 1 showed a unique stretched hexagon structure and exhibited strong bright blue fluorescence both in the solid state and THF–H2O mixtures with water fw ≥ 60%. In particular, it was found that 1 exhibited exceptional performance in selective sensing of I ions among other anions such as AcO, NO3, ClO4, HSO4, F, Cl, Br, PF6, H2PO4, BF4 and CO3F3S.

Graphical abstract: Tetraphenylethylene[3]arene: synthesis, structure, and sensing of I−

Supplementary files

Article information

Article type
Research Article
Submitted
03 Mar 2024
Accepted
29 Apr 2024
First published
30 Apr 2024

Org. Chem. Front., 2024,11, 3404-3408

Tetraphenylethylene[3]arene: synthesis, structure, and sensing of I

F. Zeng, L. Tang, W. Bao and Y. Tan, Org. Chem. Front., 2024, 11, 3404 DOI: 10.1039/D4QO00407H

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