Synthesis and X-ray powder diffraction, electrochemical, and genotoxic properties of a new azo-Schiff base and its metal complexes

Abstract

A new, substituted 2-[( E) -{[4-(benzyloxy)phenyl]imino} methyl]-4-[( E) -(4-nitrophenyl)diazenyl]phenol azoazomethine ligand (mbH) was synthesized from 2-hydroxy-5-[(4-nitrophenyl)diazenyl]benzaldehyde and 4-benzyloxyanilinehydrochloride in ethyl alcohol solution. These mononuclear Mn(II), Co(II), Ni(II), Cu(II), and Zn(II) complexes ofthe ligand were prepared and their structures were proposed by elemental analysis, and infrared and ultraviolet-visible spectroscopy; the proton NMR spectrum of the mbH ligand was also recorded. The azo-azomethine ligand, mbH, behaves as a bidentate ligand coordinating through the nitrogen atom of the azomethine (-CH=N-) and the oxygen atom of the phenolic group. Elemental analyses indicated that the metal:ligand ratio was 1:2 in the metal chelates. Powder X-ray diffraction parameters suggested a monoclinic system for the mbH ligand and its Ni(II), Cu(II), Co(II), and Zn(II) complexes, and an orthorhombic system for the Mn(II) complex. Electrochemical properties of the ligand and its metal complexes were investigated in 1 × 10 −3 -1 × 10 −4 M DMF and CH 3 CN solvent in the range 200, 250, and 500 mV s −1 scan rates. The ligand showed both reversible and irreversible processes at these scan rates. In addition, genotoxic properties of the ligand and its complexes were examined.

Preparation and Antibacterial Activity of New Azo-Schiff Thiazol Ligand and Some of its Metal Complexes

“…The magnetic measurement showed that Ni(II) complex exhibited magnetic moment of 2.92 B.M laying within the range of octahedral high spin nickel(II) complex [17]. The electronic spectra of this complex showed two spin-allowed transitions at 23148 cm -1 (432 nm) and 13003cm -1 (769 nm) corresponding to 3 A 2g → 3 T 2g and 3 A 2g → 3 T 1g , respectively [19], as shown in Fig.…”

“…The magnetic measurement showed that Co(II) complexes exhibited magnetic moment of 4.81 B.M laying within the range of octaheadral high spin cobalt(II) complex [17]. The electronic spectrum of this complex showed an absorption band at 15384 cm -1 (650 nm); the 4 T 1g → 4 A 2g transition is characteristic of octahedral stereo chemistry [18].…”

Design, synthesis, structural inspection of Pd2+, VO2+, Mn2+, and Zn2+chelates incorporating ferrocenyl thiophenol ligand: DNA interaction and pharmaceutical studies

“…The aromatic protons of the benzene ring were allocated to multisignals within the range of 6.00–7.11 ppm. [ 34 ] At 8.55 ppm, a single signal appeared linked to the thiophenolic proton that disappeared in the complexes of FSHPd and FSHZn, which may be due to complexation of sulfur atom with the Pd(II) and Zn(II) metal ions. In all the other FSHPd and FSHZn complex signals, there is no significant change.…”

A new Salen-type azo–azomethine ligand and its Ni(II), Cu(II) and Zn(II) complexes: Synthesis, spectral characterization, crystal structure and photoluminescence studies

“…We have recently published some azo-azomethines of azo-aldehydes [9,[32][33][34]. In present investigation, Ni(II), Cu(II), and Zn(II) complexes of azo chromophore group containing ONNO donor Schiff base ligand derived from ethane-1,2-diamine with 5-[(4-ethylphenyl)diazenyl]-2-hydroxybenzaldehyde were prepared and characterized by spectral methods.…”

“…These compounds are also a kind of versatile ligands in coordination chemistry [9,10]. Many Schiff base complexes show excellent catalytic activity in various reactions at high temperature and in the presence of moisture.…”