Synthesis, characterization and experimental, theoretical, electrochemical, antioxidant and antibacterial study of a new Schiff base and its complexes

Spectrochim Acta A Mol Biomol Spectrosc. 2014 Sep 15:130:270-9. doi: 10.1016/j.saa.2014.03.094. Epub 2014 Apr 16.

Abstract

A new Schiff base ligand was synthesized by reaction of salicylaldehyde with 1,6-bis(4-chloro-2-aminophenoxy)hexane. Then the Schiff base complexes were synthesized by metal salts and the Schiff base. The metal to ligand ratio of metal complexes was found to be 1:1. The Cu(II) complex is proposed to be square planar and the Co(II), Ni(II), Mn(II) and Zn(II) complexes are proposed to be tetrahedral geometry. The Ti(III) and V(III) complexes are proposed to be a capped octahedron in which a seventh ligand has been added to triangular face. The complexes are non-electrolytes as shown by their molar conductivities (ΛM). The structure of metal complexes is proposed from elemental analysis, FT-IR, UV-vis, magnetic susceptibility measurements, molar conductivity measurements, Mass Spectra and thermal gravimetric analysis. In addition antimicrobial and antioxidant studies, cyclic voltammetry of the complexes, theoretical 1H NMR and HOMO-LUMO energy calculations of the new di-functional ligand were done.

Keywords: 1,6-Bis(4-chloro-2-aminophenoxy)hexane; Biological activities; Cyclic voltammetry; Gaussian 09 and HOMO–LUMO; Mass Spectra; Salicyaldehyde.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aniline Compounds / chemical synthesis*
  • Aniline Compounds / chemistry
  • Anti-Bacterial Agents / chemistry*
  • Anti-Infective Agents / chemistry
  • Antioxidants / chemistry*
  • Biphenyl Compounds / chemistry
  • Chelating Agents / chemistry
  • Electrochemistry
  • Electrolytes
  • Free Radical Scavengers
  • Hexanes / chemistry*
  • Ligands
  • Magnetic Resonance Spectroscopy
  • Magnetics
  • Mass Spectrometry
  • Metals / chemistry
  • Molecular Conformation
  • Normal Distribution
  • Phenyl Ethers / chemical synthesis*
  • Phenyl Ethers / chemistry
  • Picrates / chemistry
  • Schiff Bases / chemical synthesis*
  • Schiff Bases / chemistry*
  • Spectrophotometry, Ultraviolet
  • Spectroscopy, Fourier Transform Infrared
  • Thermogravimetry

Substances

  • Aniline Compounds
  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antioxidants
  • Biphenyl Compounds
  • Chelating Agents
  • Electrolytes
  • Free Radical Scavengers
  • Hexanes
  • Ligands
  • Metals
  • Phenyl Ethers
  • Picrates
  • Schiff Bases
  • 1,1-diphenyl-2-picrylhydrazyl