Synthesis and characterization of new azo-linked Schiff bases and their cobalt(II), copper(II) and nickel(II) complexes

Azo compounds were prepared by the reaction between benzenediazonium chloride and 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid monosodium salt under alkaline conditions. Two new azo-linked Schiff base ligands, 4-(3-methoxysalicylidene)-5-hydroxy-6-(2-hydroxyphenylazo)-2,7-naphthalene disulfonic acid disodium salt (H2L) and 4-(3-methoxysalicylidene)-5-hydroxy-6-(2-hydroxy-4-cholorophenylazo)-2,7-naphthalenedisulfonic acid disodium salt (H2L1), have been synthesized. Also, the new Cu-II, Ni-II and Co-II complexes of the azo-linked Schiff base ligands were prepared and characterized by infrared spectra, UV-Vis, H-1- and C-13-n.m.r., attached proton test (APT) and distortionless enhancement by polarization transfer (DEPT) and atomic absorption spectroscopy, mass spectrocopy, elemental analyses, thermogravimetric analysis, conductivity and magnetic measurements. It was determined that the synthesized ligands were comprised of six-membered rings due to intramolecular hydrogen bonding. The results suggested that condensation of the azo-derivative compounds and o-vanillin in a 1:1 molar ratio produces mononuclear Schiff base ligands with an ONO donor set. Preliminary histological studies were made. Magnetic moment studies showed that all complexes have a tetrahedral configuration.