Journal
JOURNAL OF MOLECULAR STRUCTURE
Volume 1161, Issue -, Pages 218-225Publisher
ELSEVIER SCIENCE BV
DOI: 10.1016/j.molstruc.2018.01.076
Keywords
Coumarin; Pyrazolone; Fluorescence chemosensor; Selective fluoride detection; DFT
Categories
Funding
- Scientific and Technological Research Council of TURKEY [111T106]
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A novel coumarin based fluorescence anion chemosensor (P-1) bearing pyrazolone as a receptoric part was synthesized and characterized by using FT-IR, H-1/C-13 NMR and HRMS for the purpose of recognition of anions in DMSO. P-1 has four tautomeric structures and the most stable tautomeric form of P-1 was determined experimentally and theoretically. The chemosensor P-1 consists two receptoric parts as free amide N-H and enamine N-H which is stabilized intramolecular H-bonding with coumarin carbonyl oxygen. P-1 interacts selectively with fluoride anion via amide N-H. The selectivity and sensitivity of probe to various anions were determined with spectrophotometric and H-1 NMR titration techniques as experimentally and all results were also explained by theoretical calculations. (C) 2018 Elsevier B.V. All rights reserved.
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