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Highly Emissive Water‐Soluble Polysulfurated Pyrene‐Based Chromophores as Dual Mode Sensors of Metal Ions
Author(s) -
Villa Marco,
Roy Myriam,
Bergamini Giacomo,
Ceroni Paola,
Gingras Marc
Publication year - 2020
Publication title -
chempluschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.801
H-Index - 61
ISSN - 2192-6506
DOI - 10.1002/cplu.202000344
Subject(s) - pyrene , chromophore , chemistry , deprotonation , ethylenediaminetetraacetic acid , metal ions in aqueous solution , aqueous solution , supramolecular chemistry , photochemistry , carboxylic acid , fluorescence , metal , porphyrin , inorganic chemistry , ion , molecule , organic chemistry , chelation , physics , quantum mechanics
Pyrene‐based materials have gained considerable attention as stimuli‐responsive chemical sensors. We designed a polysulfurated arene system based on a tetra(phenylthio)pyrene core decorated with four carboxylic acid units. Three different regioisomers, ortho , meta and para were studied in organic and aqueous solution. These systems are soluble in water at pH≥8 due to the deprotonation of carboxylic acids. The addition of metal ions cannot only quench the fluorescence of the central pyrene core, but also control the formation of three‐dimensional nanoscopic objects in a dual mode function. Several divalent metal ions were tested and compared. Addition of ethylenediaminetetraacetic acid (EDTA) disassembles the non‐emissive supramolecular system and restores the initial fluorescence of the pyrene core.