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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
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Document type:
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Článok z časopisu / Journal Article |
Collection:
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Chemical papers
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Author(s) |
Mikláš, Roman Kasák, Peter Devínsky, Ferdinand Putala, Martin
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Title |
Fluoride anion sensing using colorimetric reagents containing binaphthyl moiety and urea binding site
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Journal name |
Chemical Papers
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Publication date |
2009
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Year available |
2009
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Volume number |
63
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Issue number |
6
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ISSN |
0366-6352
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Start page |
709
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End page |
715
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Place of publication |
Poland
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Publisher |
Versita
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Collection year |
2009
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Language |
english
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Subject |
250000 Chemical Sciences
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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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