Chemistry - A European Journal
Chemistry - A European Journal
5 years ago

Naphthalimide-Based Polyammonium Chemosensors for Anions: Study of Binding Properties and Sensing Mechanisms

Naphthalimide-Based Polyammonium Chemosensors for Anions: Study of Binding Properties and Sensing Mechanisms
Evgeny A. Kataev, Aleksandr S. Oshchepkov, Ramana R. Mittapalli, Olga A. Fedorova
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. Now in water!: Naphthalimide-based receptors for anions were designed to bind and detect anions in water. The receptors showed high selectivity for pyrophosphate in buffered solutions, and displayed different turn-on and turn-off responses. Three different sensing mechanisms were discovered.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/chem.201701515

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