Synthesis, spectral and antimicrobial activity studies of o-aminoacetophenone o-hydroxybenzoylhydrazone complexes

Abstract

Coordination compounds of Mn^II, Co^II, Ni^II, Cu^II, Zn^II, Cd^II and Hg^II ions with o-aminoacetophenone o-hydroxybenzoylhydrazone (AAOHBH) were synthesized and characterized by elemental analyses, molar conductivity, magnetic moments (at ca. 25 °C) and spectral (i.r., u.v., n.m.r. and m.s.) studies. The i.r. spectra show that the ligand acts in a monovalent bidentate, neutral bidentate and/or neutral tridentate fashion, depending on the metal salt used and the reaction medium. Tetrahedral structures are proposed for both Co^II and Ni^II complexes and square planar for Cu^II complexes on the basis of magnetic and spectral evidence. The complex formation in solution was investigated potentiometrically and spectrophotometrically. Spectral studies in solution show that the ligand can be used for the microdetermination of Co^II ion within a metal concentration up to 46.3 p.p.m. The electrical conductivity of AAOHBH and its metal complexes was determined. The tendency of AAOHBH to form complexes with Co^II, Ni^II, Cu^II, Cd^II and Hg^II ions in 50% aqueous-dioxane was studied by pH measurements.

The antimicrobiol activity of AAOHBH and its complexes derived from Co^II, Ni^II and Cu^II illustrates that the Ni^II complex seems to be inert towards Escherichia coli and Bacillus subtilis. The antimicrobial activity of the Cu^II complex was higher against E. coli and lower against B. subtilis than the corresponding organic ligand. The Co^II complex has the same activity as the organic ligand against E. coli.