Issue 13, 2023

Synthesis, properties and application of o-carborane-based π-conjugated macrocycles

Abstract

Two o-carborane-based π-conjugated macrocycles were synthesized via the oxidative coupling of acetylene-terminated o-carborane precursors. Single-crystal X-ray diffraction analysis unambiguously revealed their unique porous supramolecular structures, which exhibit micropore characteristics. These novel macrocycles exhibit aggregation-induced emission in both the aggregated state and the solid state. This work provides a new design strategy for developing o-carborane macrocyclic molecules with excellent photophysical properties. Based on the obvious fluorescence quenching phenomenon of macrocycles by 1,4-dinitrobenzene and 2,4,6-trinitrophenol, it can be concluded that these macrocyclic compounds have promising potential as sensors for nitroaromatics.

Graphical abstract: Synthesis, properties and application of o-carborane-based π-conjugated macrocycles

Supplementary files

Article information

Article type
Research Article
Submitted
07 Apr 2023
Accepted
25 May 2023
First published
31 May 2023

Org. Chem. Front., 2023,10, 3293-3299

Synthesis, properties and application of o-carborane-based π-conjugated macrocycles

Q. Qu, M. Fu, C. Lin, Y. Geng, Y. Li and Y. Yuan, Org. Chem. Front., 2023, 10, 3293 DOI: 10.1039/D3QO00487B

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