Synthesis, characterization, and X-ray crystal structures of metal complexes with new Schiff-base ligands and their antibacterial activities

Abstract

Two new potentially hexadentate Schiff bases, [H₂L¹] and [H₂L²], were prepared by condensation of 2-(3-(2-aminophenoxy)naphthalen-2-yloxy)benzenamine with 3,5-di-tert-butyl-2-hydroxy benzaldehyde and o-vanillin, respectively. Reaction of these ligands with cobalt(II) chloride, copper(II) perchlorate, and zinc(II) nitrate gave complexes ML. The ligands and their complexes have been characterized by a variety of physico-chemical techniques. The solid and solution state investigations show that the complexes are neutral. Molecular structures of [CuL¹], [CoL¹] · C₇H₈, and [ZnL²] · CH₃CN, which have been determined by single-crystal X-ray diffraction, indicate that [CuL¹] and [ZnL²] · CH₃CN display distorted square planar and distorted trigonal-bipyramidal geometry, respectively; the geometry around cobalt in [CoL¹] · C₇H₈ is almost exactly between trigonal bipyramidal and square pyramidal. The synthesized ligands and their complexes were screened for their antibacterial activities against eight bacterial strains and the ligands and complexes have antibacterial effects. The most effective ones are [CuL²] against Proteus vulgaris, Serratia marcescens, Staphylococcus subtilis, [H²L¹] against S. subtilis, and [H₂L²] against S. subtilis.

Keywords:

• Schiff-base complexes
• X-ray structures
• Antibacterial effects

Acknowledgments

We are grateful to the Faculty of Chemistry of Bu-Ali Sina University, National Foundation of elites (BMN), and Ministry of Science, Research & Technology of Iran, for financial support.