Synthesis And Physicochemical Studies Of Metal(II) Complexes Of 2-((4-Oxopentan-2-Ylidene)Amino) Benzoic Acid And Their 2,2′-Bipyridine And 1,10-Phenanthroline

Abstract

Abstract The ligand (2-((4-oxopentan-2-ylidene)amino)benzoic acid) was synthesized by the condensation reaction of anthranilic acid and acetylacetone. The metal(II) complexes of the synthesized ligand (2-((4-oxopentan-2-ylidene)amino)benzoic acid) with 2,2ꞌ-bipyridine (bipy) and 1,10-phenanthroline (phen) adducts were prepared. Magnetic susceptibility tests, infrared and UV-visible spectroscopies, as well as biological investigations, were used to describe the resultant compounds. The infrared spectra showed the coordination of the ligand 2-((4-oxopentan-2-ylidene)amino)benzoic acid as a tridentate ligand with coordination through the carboxylate oxygen, keto/enol oxygen and azomethine nitrogen, the room temperature magnetic moments showed that copper(II) compounds are magnetically dilute while cobalt(II) compounds are high spin compounds with three unpaired electrons. The infrared spectra showed that there were shift in the vibrational frequencies of the carbonyl (C=O) and azomethine (C=N) of the free ligand to a lower vibrational frequency on complexation. The UV-Visible spectroscopy, metal analysis and magnetic susceptibility measurement reveal possible 4- and the 6- coordinate geometries. The antimicrobial studies revealed that [Ni(L)(H2O)]Phen.2H2O and [Zn(H2O)(L)Phen] compared favourably well with gentamicin except in Staphylococcus aureus and Bacillus substilis where there was resistance.