A novel, simple, colorimetric receptor based on 2 ',4 '-dinitrophenylhydrazone for acetate ion in organic medium

: Li JW, Wang YH, Lin H, Lin HK

Publisher: SPRINGER

: 2009

: Journal of Inclusion Phenomena and Macrocyclic Chemistry

: JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY

: J INCL PHENOM MACRO

: 63

: 3-4

: 281

: 285

: 5

: 1388-3127

DOI: https://doi.org/10.1007/s10847-008-9518-1

A novel 1,3-di(2',4'-dinitrophenylhydrazone)-5-nitrobenzene receptor has been synthesized by simple steps with good yields. The anion recognition properties were studied by ultraviolet-visible (UV-Vis) spectroscopy. The results showed that the receptor had a higher affinity to F-, CH3COO- and H2PO4 (-), but no evident binding with Cl-, Br-, and I-. Upon addition of the three former anions to the receptors in dimethyl sulphoxide (DMSO) at 298.2 +/- A 0.1 K, the solution exhibited an obvious color change from yellow to mauve that could be observed by the naked eye, thus the receptor could act as a fluoride ion sensor even in the presence of other halide ions. The UV-Vis data indicates that a 1:1 stoichiometry complex formed through hydrogen-bonding interactions between receptor and anions. The hydrogen bond between phenylhydrazone -NH and acetate or fluoride anion was determined on the basis of H-1 nuclear magnetic resonance (NMR) experiments.

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