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A Triphenyl Amine‐Based Solvatofluorochromic Dye for the Selective and Ratiometric Sensing of OCl − in Human Blood Cells
Author(s) -
Goswami Shyamaprosad,
Aich Krishnendu,
Das Sangita,
Pakhira Bholanath,
Ghoshal Kakali,
Quah Ching Kheng,
Bhattacharyya Maitree,
Fun HoongKun,
Sarkar Sabyasachi
Publication year - 2015
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.201403234
Subject(s) - triphenylamine , chemistry , moiety , fluorescence , photochemistry , amine gas treating , analyte , detection limit , aqueous solution , stereochemistry , organic chemistry , physics , quantum mechanics , chromatography
A new visible‐light‐excitable fluorescence ratiometric probe for OCl − has been developed based on a triphenylamine‐diamiomaleonitrile (TAM) moiety. The structure of the dye was confirmed by single‐crystal X‐ray analysis. It behaves as a highly selective and sensitive probe for OCl − over other analytes with a fast response time (∼100 s). OCl − reacts with the probe leading to the formation of the corresponding aldehyde in a mixed‐aqueous system. The detection limit of the probe is in the 10 −8 M range. The probe (TAM) also exhibits solvatofluorochromism. Changing the solvent from non‐polar to polar, the emission band of TAM largely red‐shifted. Moreover, the probe shows an excellent performance in real‐life application in detecting OCl − in human blood cells. The experimentally observed changes in the structure and electronic properties of the probe after reaction with OCl − were studied by DFT and TDDFT computational calculations.