Synthesis, structure, and properties of coordination compounds of copper(II) acetate with substituted 2-{[2-(2-hydroxyethylamino)ethylimino]methyl}phenol

Abstract

Salicylic, 5-chloro-5-bromo-5-nitro-, 3-methoxysalicylic, 2-hydroxy-1-naphthoic aldehydes and 2,3-, 2,4-, and 2,5-dihydroxybenzaldehyde were shown to react in ethanol with 2-(2-aminoethylamino)ethanol in the presence of copper acetate hydrate forming coordination compounds Cu(L1-9)CH3COO {HL1-8, 2-([2-(2-hydroxyethylamino)ethylimino]methyl}phenol (HL1) and respective chloro(HL2), bromo- (HL3), nitro- (HL4), methoxy- (HL8), or hydroxy-substituted (HL5-7); HL9, 2-{[2-(2-hydroxyethylamine)ethylimino] methylnaphthol)}. Structure of the complex Cu(L3)CH3COO was determined by X-ray diffraction analysis. Coordination polyhedron of its central atom is a distorted tetragonal bipyramid with (4+1+1) modes of coordinating the copper atom. The bipyramid base is formed by the atoms of phenol oxygen and of azomethine and imine nitrogen atoms of the ligand (HL3) and the oxygen atom of the acetate ion. Axial apices of the bipyramid are occupied by the alcohol oxygen atoms of the azomethine (HL3) and the second oxygen atom of the acetate ion. Other complexes are also of monomer structure. Azomethines (HL1-9) behave as monodeprotonated tetradentate O,N,N,O ligands. The thermolysis of substances includes a stage of complete thermal decomposition (360–530°C). Synthesized complexes show selective antimicrobial activity against a series of standard strains of Staphylococcus aureus and E. coli at the concentration in the range of 75–300 μg ml−1.