Design and synthesis of triazolyl coumarins as Hg2+ selective fluorescent chemosensors.
Analyst
; 137(24): 5770-6, 2012 Dec 21.
Article
em En
| MEDLINE
| ID: mdl-23092986
ABSTRACT
A series of triazolyl coumarin derivatives L1-L4, with and without spacer groups between the coumarin and the triazole groups, were synthesized as fluorescent sensors to study their binding ability and selectivity toward metal ions. Ligand L3, which contains an acetyl linker between the triazole and the coumarin, exhibited a high selectivity toward Hg(2+) in polar protic solvents MeOH-CHCl(3) (9 1, v/v) with fluorescent enhancement, furthermore, it was found to bind two Hg(2+) at a high concentration (>12.5 mM) of Hg(ClO(4))(2). In contrast, L4, in which position 4 of the triazole unit was replaced by a benzyl group instead of the 4-tert-butylphenoxymethyl group used in L1-L3, showed a binding stoichiometry toward only one Hg(2+). On the basis of the fluorescent sensing, IR, and (1)H NMR titration results of ligands L1-L4, we proposed that not only the acetyl C=O but also the ether group of the 4-tert-butylphenoxymethyl of assisted the triazole nitrogen atoms in the complexation of Hg(2+) to form a 1 2 complex (L3·(Hg(2+))(2)).
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Base de dados:
MEDLINE
Assunto principal:
Triazóis
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Desenho de Fármacos
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Técnicas de Química Analítica
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Cumarínicos
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Mercúrio
Idioma:
En
Ano de publicação:
2012
Tipo de documento:
Article