Fluoride-selective colorimetric sensor based on thiourea binding site and anthraquinone reporter.
Spectrochim Acta A Mol Biomol Spectrosc
; 65(3-4): 633-7, 2006 Nov.
Article
em En
| MEDLINE
| ID: mdl-16530473
ABSTRACT
A structurally simple colorimetric sensor, N-4-nitrobenzene-N'-1'-anthraquinone-thiourea (1), for anions was synthesized and characterized by (1)H NMR, ESI mass and IR methods. In acetonitrile, the addition of F(-) changed 1 solution from colorless to yellow. In the presence of other anions such as CH(3)CO(2)(-), H(2)PO(4)(-), HSO(4)(-) and Cl(-), however, the absorption spectrum of 1 was slightly red shifted with no obvious color changes observed. The association constants of anionic complexes followed the order of F(-)>>CH(3)CO(2)(-)>H(2)PO(4)(-)>HSO(4)(-)>Cl(-)>Br(-), which was different from the order of anion basicity. AM1 calculation results indicated that the most stable configuration of 1 existed in the Z-E-conformation with a six-membered ring via intramolecular hydrogen bond. This made thiourea moiety of 1 in an unfavorable conformation to bond with oxygen-anionic substrates such as CH(3)CO(2)(-) and H(2)PO(4)(-), thus leading to a high selectivity and sensitivity for the detection of F(-).
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Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Tioureia
/
Antraquinonas
/
Colorimetria
/
Fluoretos
Idioma:
En
Revista:
Spectrochim Acta A Mol Biomol Spectrosc
Ano de publicação:
2006
Tipo de documento:
Article