Ruthenium(II) Complex‐based Highly Specific Luminescence Light‐up Probe for Detecting HOCl via C(sp2)‐H Chlorination

Author:

Rabha Monosh1,Sheet Sanjoy Kumar1,Sen Bhaskar1,Konthoujam Ibemhanbi2,Aguan Kripamoy2,Khatua Snehadrinarayan1ORCID

Affiliation:

1. Centre for Advanced Studies Department of Chemistry North-Eastern Hill University Shillong Meghalaya 793022 India.

2. Department of Biotechnology and Bioinformatics North-Eastern Hill University Shillong Meghalaya 793022 India.

Abstract

AbstractA bis‐heteroleptic Ru(II) complex, 1[PF6]2 of a benzimidazole substituted pyridyl‐1,2,3‐triazole ligand (BiPT) for highly selective luminescence turn‐on detection of hypochlorous acid (HOCl) is reported. Detection of HOCl is achieved by the Markovnikov addition of HOCl to the C=C bond of 1,2,3‐triazole and a successive highly specific C(sp2)‐H chlorination at the C5 position of 1,2,3‐triazole. The chlorination at C5 in 1,2,3‐triazole is supported by high‐resolution mass spectrometry and 1H NMR study. 1[PF6]2 shows high sensitivity towards HOCl in PBS buffer (pH 7.4) containing 5 % acetonitrile with a 37‐fold luminescence light‐up and a detection limit as low as 7.5 μM. HOCl mediated C(sp2)‐H chlorination increases the 3MC‐3MLCT energy gap as well as the population of the 3MLCT excited state and exhibits the radiative decay from the excited state of 1. The probe showed low cytotoxicity and efficiently permeated the cell membrane. The cell‐imaging experiments revealed rapid staining of the HeLa cells in the presence of exogenous HOCl.

Funder

North-Eastern Hill University

Publisher

Wiley

Subject

General Chemistry

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