Naphthalimide‐Based Polyammonium Chemosensors for Anions: Study of Binding Properties and Sensing Mechanisms
- 29 June 2017
- journal article
- research article
- Published by Wiley in Chemistry – A European Journal
- Vol. 23 (40) , 9657-9665
Abstract
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.Keywords
Funding Information
- Russian Foundation for Basic Research (16-53-12042)
- Deutscher Akademischer Austauschdienst
This publication has 58 references indexed in Scilit:
- Applications of Supramolecular Anion RecognitionChemical Reviews, 2015
- Current developments in fluorescent PET (photoinduced electron transfer) sensors and switchesChemical Society Reviews, 2015
- Small molecule-based ratiometric fluorescence probes for cations, anions, and biomoleculesChemical Society Reviews, 2014
- Anion sensing by small molecules and molecular ensemblesChemical Society Reviews, 2014
- Recent advances in molecular recognition in water: artificial receptors and supramolecular catalysisTetrahedron, 2014
- Chromogenic and fluorogenic chemosensors and reagents for anions. A comprehensive review of the year 2009Chemical Society Reviews, 2011
- Colorimetric and fluorescent anion sensors: an overview of recent developments in the use of 1,8-naphthalimide-based chemosensorsChemical Society Reviews, 2010
- Anion recognition and sensing in organic and aqueous media using luminescent and colorimetric sensorsCoordination Chemistry Reviews, 2006
- Design principles of fluorescent molecular sensors for cation recognitionCoordination Chemistry Reviews, 2000
- The design of luminescent sensors for anions and ionisable analytesCoordination Chemistry Reviews, 2000