Complexation and Extraction of Transition Metal Cations by New Azodyes: Synthesis, Structure Elucidation and Binding Properties

Olfa Naouali1, Besma Mellah2, Riadh Ternane1, Lassaad Baklouti1,3, Abdelwaheb Hamdi1,3 and Naceur Hamdi3,4,*

1Laboratory of Applied Chemistry and Natural Substances Resources and Environment, Faculty of Sciences, University of Carthage, Zarzouna, Bizerta, 7021, Tunisia

2National Center of Researches in Material Sciences (CNRSM), Borj CedriaTechnopark, BP 73, 8027 Soliman, Tunisia

3Chemistry Department, College of Science and Arts, Qassim University, Al-Rass, Kingdom of Saudi Arabia

4Research Laboratory of Environmental Sciences and Technologies (LR16ES09), Higher Institute of Environmental Sciences and Technology, University of Carthage, Hammam-Lif, Tunisia

*Corresponding author: E-mail:


A series of new 3-aryl(hetaryl)hydrazono-2,4-chromandiones (3a-c) were obtained in high yields, by coupling 4-hydroxycoumarin with derivatives diazonium salts, which were obtained by diazotization of aniline derivatives in presence of sodium nitrite and concentrated HCl. The azo dyes prepared may exist in four tautomeric forms. Structures of the synthesized compounds have been investigated by means of UV, IR, 1H NMR, 13C NMR and elemental analysis in order to elucidate their tautomeric and isomeric structures. The results of such spectral data indicated that compound 3 exist predominantly in hydrazo structure (D). The complexation and extraction of some transition metal cations have been followed by UV-visible spectrophotometry absorption. The conductivity studies have been used in order to confirm complex’s stoichiometries.


Synthesis, Azo-hydrazone tautomerism, Coupling reaction, Complexation, Extraction.

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