Quinoxaline-fused octaphyrin(2.0.0.0.2.0.0.0). A rudimentary chemosensor

Bingbin Tan; Wenjing Ding; Yu Yin; Kui Xu; Ying Yin; Xi Chen; Zhengxi Huang; Lamei Wu; Jonathan L. Sessler; Zhan Zhang

doi:10.1039/D2CC05604F

Quinoxaline-fused octaphyrin(2.0.0.0.2.0.0.0). A rudimentary chemosensor†

Bingbin Tan,^a Wenjing Ding,^a Yu Yin,^a Kui Xu,^a Ying Yin,^b Xi Chen,^a Zhengxi Huang,^a Lamei Wu,*^a Jonathan L. Sessler

*^c and Zhan Zhang

*^a

Author affiliations

* Corresponding authors

^a Key Laboratory of Catalysis and Energy Materials Chemistry of Ministry of Education & Hubei Key Laboratory of Catalysis and Materials Science, South-Central Minzu University, Wuhan 430074, China
E-mail: zhangzhan5@foxmail.com

^b Center for Supramolecular Chemistry and Catalysis, Shanghai University, 99 Shangda Road, Shanghai 200444, China

^c Department of Chemistry, The University of Texas at Austin, Texas 78712-1224, USA
E-mail: sessler@cm.utexas.edu

Abstract

A quinoxaline-fused octaphyrin(2.0.0.0.2.0.0.0) was synthesized by the FeCl₃-induced oxidative coupling of an α-free quinoxaline-fused tetrapyrrole. This macrocycle adopts a figure-of-eight conformation in the solid state and acts as a rudimentary chemosensor in solution. The Lewis basic anions fluoride and hydroxide induce a colour change via a deprotonation mechanism.

This article is part of the themed collection: Chemosensors and Molecular Logic

Chemical Communications

Quinoxaline-fused octaphyrin(2.0.0.0.2.0.0.0). A rudimentary chemosensor†

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Quinoxaline-fused octaphyrin(2.0.0.0.2.0.0.0). A rudimentary chemosensor

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