Preparation, Spectral Characterization, DFT and Antibacterial Study of New Azo Ligand Derived From 2-aminoanthracene-9,10-dione With Antipyrine Mixed Ligand Complexes Involving 1,10-phenanthroline Ligand

Document Type : Original Article

Authors

Department of Chemistry/ College of Sciences ,University of Mousel.Iraq .

Abstract

Anew azo dye ligand 2-(1,5-dimethyl-3-oxo-2-phenyl-2,3-dihydro-1H-pyrazol-4-yl)diazenyl)anthracene-9,10-dione. was synthesized by the diazotization of 9,10-dioxo-9,10-dihydroanthracene-2-diazonium chloride, and coupling with Antipyrine in alkaline alcoholic solution under suitable optimized experimental conditions to yield a new azo dye (Azo-Anthq-Ap) 2-(diazynyl)anthracene-9,10-dione 4-Antipyrine ligand and react with 1,10-phenanthroline,The structure of mixed-ligand Tetradentate its complexes was prepared from Ni(II), Fe(II) Cu(II) ,Co(II) , Zn(II), and, Hg(II) ions. They confirmed by UV-visb,XRD, (TG, DSC) thermal analysis. FT-IR , 1HMNR spectroscopic methods magnetic susceptibility, elemental analysis, atomic absorption, and molar conductance. The isolated solid complexes are found to have the general formula [M (L)(phen) Cl2] and [M (L)(phen)(H2O)Cl] Cl, conductivity measurements for prepared complexes showed [1:1] electrolyte for Fe(II), and non-electrolyte for the Ni(II), Cu(II),Co(II) Zn(II), and, Hg(II) complexes. The spectral and analytical data revealed that this ligand behaves as a Bidentate chelating agent and coordination number of all metal ions were found to be Six Shape. Finally The synthesized Ligand and metal complexes were screened for their Antibacterial activity against bacterial species, one Gram positive bacteria (Staphylococcus aureus) and three Gram negative bacteria Escherichia coli, Pseudomonas aereuguinosa and Klebsiella pneumoniaea. and, it was found that these compounds show different activity of inhibition on the growth of the bacteria.

Keywords

Main Subjects