%0 Journal Article
%T Synthesis of Macrocyclic Bis-Hydrazone and Their Use in Metal Cations Extraction
%A Farouk Kandil
%A Mohamad Khaled Chebani
%A Wail Al Zoubi
%J ISRN Organic Chemistry
%D 2012
%R 10.5402/2012/208284
%X Two new macrocyclic hydrazone Schiff bases were synthesized by reaction of succindihydrazide and adipdihydrazide with acetylacetone. Hydrazones have been characterized by elemental analyses and IR, mass, 1H£¿NMR, and 13C£¿NMR spectral data. Hydrazones have been studied by liquid-liquid extraction towards the s-metal ions (Li+, Na+, and K+) and d-metal ions (Cu2+ and Cr3+) from aqueous phase to organic phase. The effect of chloroform and dichloromethane as organic solvents over the metal chlorides extraction was investigated at 25 ¡À 0.1¡ãC by using flame atomic absorption. We found differences between the two solvents in extraction selectivity. 1. Introduction Hydrazones are special class of compounds in the Schiff bases family. They are characterized by the presence of the following (1) Hydrazone Schiff bases of acyl, aroyl, and heteroaroyl compounds have an addition donor sites like C=O. The additional donor sites make them more flexible and versatile. This versatility has made hydrazones good polydentate chelating agents that can form a variety of complexes with various transition and inner transition metals and have attracted the attention of many researchers [1]. A wide varieties of hydrazones and their metal complexes have been studied because of their important properties which can be used in different applications, such as, extraction of some metal ions [2], microdetermination of metal ions [2], determination of titanium in bauxite, Portland cement, amphibolites granites [3], and different biological activities, such as antimicrobial [2, 4¨C7], antifungal [8, 9], antitumor [10, 11], and insecticides [12]. For these applications, we are extending this field of compounds for synthesising novel macrocyclic hydrazones. Five dissymmetric tridentate Schiff base ligands containing a mixed donor set of ONN and ONO were prepared by the reaction of benzohydrazide with the appropriate salicylaldehyde and pyridine-2-carbaldehyde and characterized by FT-IR, 1H NMR, and 13C NMR [13]. Inoue et al. [14] reported the synthesis and spectroscopic characterization of complexes of Ni2+, Cu2+, Zn2+, and Cd2+ with hydrazones Schiff bases derived from 6-amino-5-formyl-1,3-dimethyluracil, nicotinic and isonicotinic acids hydrazides. Avaji et al. [15] reported the synthesis and characterization of a macrocyclic hydrazone Schiff bases prepared by condensation of 1,4-dicarbonyl phenyl dihydrazide with 2,6-diformyl-4-methyl phenol. Emara et al. reported [16¨C18] formation of binuclear complexes for the ligands derived from 4,6-diacetylresorcinol, where the ligands were prepared
%U http://www.hindawi.com/journals/isrn.organic.chemistry/2012/208284/