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

Chem Commun (Camb). 2023 Jan 17;59(6):708-711. doi: 10.1039/d2cc05604f.

Authors

Bingbin Tan¹, Wenjing Ding¹, Yu Yin¹, Kui Xu¹, Ying Yin², Xi Chen¹, Zhengxi Huang¹, Lamei Wu¹, Jonathan L Sessler³, Zhan Zhang¹

Affiliations

¹ 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. zhangzhan5@foxmail.com.
² Center for Supramolecular Chemistry and Catalysis, Shanghai University, 99 Shangda Road, Shanghai 200444, China.
³ Department of Chemistry, The University of Texas at Austin, Texas 78712-1224, USA. sessler@cm.utexas.edu.

PMID: 36537661
DOI: 10.1039/d2cc05604f

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.