Halogenated Azo Imidazole Ligands and aheir Complexes: Synthesis, Characterization, and Biological Study

Abstract

Three new azo ligands were synthesized in this work, by the coupling of the diazonium salt of three di-substituted aniline derivatives ( 2,4-difluoro aniline, 2-fluoro-4-chloro aniline, and 2-fluoro-4-bromo aniline), with the coupling component (4,5-diphenylimidazole), in basic media to form three new ligands ((E)-2-((2,4-difluorophenyl)diazenyl)-4,5-diphenyl-1H-imidazoleL1), ((E)-2-((4-chloro-2-fluorophenyl)diazenyl)-4,5-diphenyl-1H-imidazole L2) and ((E)-2-((4-bromo-2-fluorophenyl)diazenyl)-4,5-diphenyl-1H-imidazole L3) respectively, these ligands were characterized with many spectroscopic techniques ( FTIR,1H-NMR, Mass spectra, Uv-Visible and elementary analysis) to confirm their preparation.

 For each ligand, five divalent (Co II, Ni II, Cu II, Pd II, Pt II) ion complexes were synthesized and characterized (some of it) with the previous techniques, the mole ratio of preparation was (1:1) for (Ni, Cu, Pd, and Pt) ions and (1:2) for the (Co) ion.

 In addition, a complementary technique, such as atomic absorption, electrical conductivity, and magnetic susceptibility, were performed to deduce their geometries and from the data collected, the square planer geometry was suggested for (Ni, Pd, and Pt) complexes, an octahedral geometry for Co complex and tetrahedral for (Cu) complex.

 A biological study of some of these new compounds was performed, including (an antibacterial, antioxidant, and MC7 cell line) study.