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Naphthalimide‐Based Polyammonium Chemosensors for Anions: Study of Binding Properties and Sensing Mechanisms
Author(s) -
Oshchepkov Aleksandr S.,
Mittapalli Ramana R.,
Fedorova Olga A.,
Kataev Evgeny A.
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201701515
Subject(s) - potentiometric titration , chemistry , pyrophosphate , amine gas treating , titration , fluorescence , aqueous solution , combinatorial chemistry , affinities , receptor , proton nmr , ion , stereochemistry , inorganic chemistry , organic chemistry , biochemistry , physics , quantum mechanics , enzyme
New naphthalimide‐based receptors for anions have been synthesized. Efficient synthetic routes have been discovered to functionalize the naphthalimide core with branched polyamines. Binding and sensing properties of the receptors were studied by potentiometric, NMR and fluorescence titrations. The receptors bind selectively to the pyrophosphate anion in buffered aqueous solutions. The receptors with more than six amine groups in the structure demonstrated the highest affinities for pyrophosphate. The fluorescence response towards anions was found to be dependent on the position of the amine groups relative to the naphthalimide core, and on the pH of the buffered solution. Three sensing mechanisms have been found that explain fluorescence responses of receptors towards anions in an aqueous solution.