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The special optical properties and application of the heterocyclic compound diethyl 6‐anilino‐5H‐2,3‐dithia‐5,7‐diazacyclopenta(cd)indene‐1,4‐dicarboxylate
Author(s) -
Zhao Liangrong,
Liu Mingguo,
Yan Mingxun,
Zhu Yayun,
Pan Liangjun,
Yang Changying
Publication year - 2014
Publication title -
luminescence
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.428
H-Index - 45
eISSN - 1522-7243
pISSN - 1522-7235
DOI - 10.1002/bio.2498
Subject(s) - indene , chemistry , deprotonation , ring (chemistry) , density functional theory , solvent , intermolecular force , quenching (fluorescence) , fluorescence , photochemistry , polar , computational chemistry , medicinal chemistry , organic chemistry , molecule , ion , physics , quantum mechanics , astronomy
The heterocyclic compound diethyl 6‐anilino‐5H‐2,3‐dithia‐5,7‐diazacyclopenta(cd)indene‐1,4‐dicarboxylate (D1) was found to form highly emissive aggregates in polar solvents, and the aggregate emission can be tuned by the simple addition of water to a dimethylsulfoxide solution. A theoretical study based on Density functional theory (DFT) calculations, shows that intermolecular interactions of D1 with solvent may be potential factors in the fluorescence change. In addition, the phenyl ring in D1 plays an important role because of its response to solvent. In the non‐aggregated state, deprotonation of the N–H of D1 can proceed easily on the addition of base, and the deprotonated compound might interact with Ag + , resulting in a significant change in color and fluorescence quenching, which make it a potential chemosensor for the selective detection of trace amounts of Ag + . Copyright © 2013 John Wiley & Sons, Ltd.