A chelation enhanced selective fluorescence sensing of Hg2+ by a simple quinoline substituted tripodal amide receptor

Ahamed, B. Nisar ; Ghosh, Pradyut (2011) A chelation enhanced selective fluorescence sensing of Hg2+ by a simple quinoline substituted tripodal amide receptor Dalton Transactions, 40 (46). pp. 12540-12547. ISSN 1477-9226

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Official URL: http://pubs.rsc.org/en/Content/ArticleLanding/2011...

Related URL: http://dx.doi.org/10.1039/C1DT10923E

Abstract

Two tris(2-aminoethyl)amine (tren) based tripodal amide fluoroionophores, 1 and 2, functionalized with quinoline (chelating fluorophore) and naphthalene (non-chelating fluorophore) respectively, are synthesized in good yields. Fluoroionophore 1 shows a selective UV-Vis spectral shift in the case of Hg2+ in acetonitrile among different metal ions like Li+, Na+, Ca2+, Mg2+, Cr2+, Mn2+, Fe2+, Co2+, Ni2+, Cu2+, Zn2+, Cd2+, Hg2+, Pb2+, and Ag+. On the other hand, fluoroionophore 2 shows no selectivity towards any of the above metal ions in the UV-Vis study. Furthermore, 1 shows a selective chelation induced fluorescence enhancement in the presence of Hg2+ whereas 2 shows the enhancement of fluorescence with most of the metal ions via a photoinduced charge transfer mechanism. The naked eye detection of Hg2+ in an acetonitrile solution of 1 shows a greenish fluorescence upon UV light irradiation. The isolated Hg2+ complex of 1, 3, shows a similar UV-Vis and fluorescence spectral output as observed from in situ spectroscopic studies of 1 in the presence of Hg2+. Infra-red (IR) and 1H- NMR studies also reveal the interaction of Hg2+ with the quinoline nitrogen atoms as well as with the amide functionality.

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