Fluoride anion sensing using colorimetric reagents containing binaphthyl moiety and urea binding site

Mikláš, Roman, Kasák, Peter, Devínsky, Ferdinand and Putala, Martin Fluoride anion sensing using colorimetric reagents containing binaphthyl moiety and urea binding site Chemical Papers, Vol.63, No. 6, 2009, 709-715

Document type: Článok z časopisu / Journal Article
Collection: Chemical papers  

Author(s) Mikláš, Roman
Kasák, Peter
Devínsky, Ferdinand
Putala, Martin
Title Fluoride anion sensing using colorimetric reagents containing binaphthyl moiety and urea binding site
Journal name Chemical Papers
Publication date 2009
Year available 2009
Volume number 63
Issue number 6
ISSN 0366-6352
Start page 709
End page 715
Place of publication Poland
Publisher Versita
Collection year 2009
Language english
Subject 250000 Chemical Sciences
Abstract/Summary Four 1,1′-binaphthalene based bis-urea derivatives bearing aryl groups at end-on nitrogen atoms IIIa–d were synthesized as potential sensor molecules. These receptors show characteristic UV-VIS spectral changes on complexation with anions and they exhibit selective recognition of F− over other halide anions. Interaction of a fluoride anion with urea NH groups was confirmed by 1H NMR data. The presence of an electron-withdrawing nitro group in N′-aryls (receptors IIIa and IIIb) appeared to be necessary for naked-eye colorimetric detection. These receptors show dramatic color change from light-yellow to orange (IIIa) or to orange-red (IIIb) in the presence of guest fluoride anions already at concentrations of 10−5 mol dm−3 of the receptor and host.
 
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