Issue 27, 2020
From the journal:

Chemical Communications

Highly emissive phenylene-expanded [5]radialene†

Jie Yu,a   Chunlin Tang,a   Xinggui Gu,b   Xiaoyan Zheng, ORCID logo c   Zhen-Qiang Yu, ORCID logo d   Zikai He, ORCID logo *a   Xin-Gui Li*ae  and  Ben Zhong Tang ORCID logo *b  

* Corresponding authors

a School of Science and School of Materials Science and Engineering, Harbin Institute of Technology, Shenzhen, Guangdong 518055, China
E-mail: hezikai@hit.edu.cn, lixingui@tongji.edu.cn

b Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, China
E-mail: tangbenz@ust.hk

c School of Chemistry and Chemical Engineering, Beijing Institute of Technology, 100081 Beijing, China

d Shenzhen Key Laboratory of Functional Polymers, School of Chemistry and Environmental Engineering, Shenzhen University, Shenzhen 518060, China

e State Key Laboratory of Pollution Control and Resource Reuse, and Shanghai Institute of Pollution Control and Ecological Security, College of Environmental Science and Engineering, Tongji University, 1239 SiPing Road, Shanghai 200092, China

Abstract

A pentagonal macrocycle (MC5-PER) with radialene topology was facilely synthesized through a selective one-pot Suzuki–Miyaura cross-coupling reaction. The resulting product is endowed with a pentagonal architecture as revealed by its single crystal structure, which affords the smallest ring strain and the best conjugation. As tetraphenylethene subunits are embedded, MC5-PER is highly emissive in the solid state due to the aggregation-induced emission effect. Because of the flexible structure and preferable fibre-like self-assembly, the aggregate of MC5-PER displays interesting polymorphism-dependent emission and acts as a sensitive fluorescence sensor for explosives detection.

Graphical abstract: Highly emissive phenylene-expanded [5]radialene

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Article information

DOI
https://doi.org/10.1039/D0CC00122H
Article type
Communication
Submitted
07 Jan 2020
Accepted
27 Feb 2020
First published
27 Feb 2020

Chem. Commun., 2020,56, 3911-3914

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Highly emissive phenylene-expanded [5]radialene

J. Yu, C. Tang, X. Gu, X. Zheng, Z. Yu, Z. He, X. Li and B. Z. Tang, Chem. Commun., 2020, 56, 3911 DOI: 10.1039/D0CC00122H

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