Carbazole Integrated Tetrakis-(1 H-pyrrole-2-carbaldehyde): A Highly Selective Fluorescent Probe for HP2O73

J Fluoresc. 2024 Mar;34(2):879-884. doi: 10.1007/s10895-023-03329-6. Epub 2023 Jul 5.

Abstract

A new carbazole-coupled tetrakis-(1 H-pyrrole-2-carbaldehyde) anion receptor 1 has been designed and synthesized. Anion binding studies in organic media using fluorescence and UV-vis spectroscopy revealed that receptor 1 is capable of sensing HP2O73- with high selectivity. Addition of HP2O73- to THF solution of 1 resulted in the emergence of a new broad band at longer wavelength along with quenching of the original emission band forming a ratiometric response. Based on dynamic light scattering (DLS) experiment and fluorescence lifetime measurement, we propose that the emergence of new emission band in the presence of HP2O73- ion is due to the aggregation-induced excimer formation.

Keywords: Aggregation-induced excimer formation; Pyrophosphate sensing; fluoresence quenching; tetrakis-(1H-pyrrole-2-carbaldehyde).

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