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

Fei Zeng; Lin-Li Tang; Wen-Hu Bao; Ying-Zi Tan

doi:10.1039/D4QO00407H

You do not have JavaScript enabled. Please enable JavaScript to access the full features of the site or access our non-JavaScript page.

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

Fei Zeng,

*^a Lin-Li Tang,^a Wen-Hu Bao^a and Ying-Zi Tan^a

Author affiliations

* Corresponding authors

^a Department of Biology and Chemistry, Hunan University of Science and Engineering, Yongzhou 425199, China
E-mail: zengfei@iccas.ac.cn

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 f_w ≥ 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⁻.

Download options Please wait...

Supplementary files

Article information

DOI: https://doi.org/10.1039/D4QO00407H
Article type: Research Article
Submitted: 03 Mar 2024
Accepted: 29 Apr 2024
First published: 30 Apr 2024

Download Citation

Org. Chem. Front., 2024, Advance Article

Permissions

Request permissions

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

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

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Organic Chemistry Frontiers