Transition metal complexes with the thiosemicarbazide-based ligands—XXIII. Synthesis, physicochemical properties and voltammetric characterization of iron(III) complexes with terdentate and quadridentate thiosemicarbazide derivatives

2-Methoxy-6-(5-H/methyl/chloro/nitro-1H-benzimidazol-2-yl)phenols (HL x ; x = 1-4, respectively) ligands and HL 1 complexes with Fe(NO 3 ) 3 , Cu(NO 3 ) 2 , AgNO 3 and Zn(NO 3 ) 2 were synthesized and characterized. The structures of the compounds were confirmed based on elemental analysis, molar conductivity, magnetic moment, FT-IR, 1 H-and 13 C-NMR. The antibacterial activity and minimum inhibitory concentration (MIC) of the free ligands, their hydrochloride salts and the complexes were evaluated using the disk diffusion method in dimethyl sulfoxide (DMSO) and the dilution method, respectively, against 9 bacteria. HL 1 and HL 3 , as well as the Cu(II) and Zn(II) complexes, showed antibacterial activity against Gram-positive bacteria.

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“…2). 33 542 TAVMAN et al The characteristic ν(O-H) and ν(N-H) vibrations of the ligands exhibit only a single strong band at ca.…”

Section: Electronic Spectramentioning

confidence: 99%

Preparation, characterization and antibacterial effect of 2-methoxy-6-(5-H/Me/Cl/No2-1H-benzimidazol-2-yl)phenols and some transition metal complexes

Tavman

İkiz

Bağcıgil

et al. 2009

JSCS

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“…Absence of this band in the spectra of the complexes suggests coordination through the oxygen of the phenolic group. Deprotonation and subsequent involvement of the phenoxyl group in metal coordination could also be supported by the appearance of new bands at a lower frequency region $500 cm )1 , assignable to m(Fe-O) vibration frequencies [8,26]. The N-H stretching and bending vibrations of the ligands at $3240 and $ 1460 cm )1 , remain either unperturbed or undergo a slight shift in the complexes, suggesting that the imine proton remains attached at the N-1 position.…”

Section: Vibrational Spectramentioning

confidence: 88%

Investigation of Raman, FT-IR, EPR spectra and antimicrobial activity of 2-(5-H/Me/Cl-1H-benzimidazol-2-yl)-phenol ligands and their Fe(NO3)3 complexes

Tavman

Agh-Atabay

Güner

et al. 2007

Transition Met Chem

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2-(5-H/Me/Cl-1H-benzimidazol-2-yl)-phenol ligands form 1:1 electrolytes, 5-coordinate monometallic complexes with iron(III) nitrate. The geometry of the [Fe(L)(OH)(H 2 O) 2 ](NO 3 ) complexes was derived from theoretical calculation in DGauss/DFT level (DZVP basis set) on CACHE. In all of the complexes the ligands are bidentate, via one imine nitrogen atom and phenolate oxygen atom. The coordination is completed with a hydroxide ion, and two water molecules, adopting a distorted square pyramidal geometry. The structures of the compounds were confirmed on the basis of elemental analysis, molar conductivity, magnetic moment, FT-Raman, FT-IR (mid-IR, far-IR), EPR and u.v.-vis. The antimicrobial activities of the free ligands, their hydrochloride salts, and the complexes were evaluated using the disk diffusion method in dimethyl sulfoxide (DMSO) as well as the minimal inhibitory concentration (MIC) dilution method, against nine bacteria and the results are compared with several known antibiotic agents. Antifungal activities were reported for Candida albicans, Kluyveromyces fragilis, Rhodotorula rubra, Debaryomyces hansenii, Hanseniaspora guilliermondii, and the results were referenced against nystatin, ketaconazole, and clotrimazole antifungal agents. In most cases, the compounds tested showed broad-spectrum (Gram + & Gram ) bacteria) activities that were either more active or as potent as the references.

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“…spectra, probably caused by double intramolecular hydrogen bonding between the phenoxyl hydrogen atom and one of the imine nitrogen atoms (Table 2) [27,28]. These bands change significantly upon metal complexation indicating deprotonation and subsequent involvement of the phenoxyl group in metal coordination [29]. The phenolic oxygen atom coordination could also be supported by the appearance of medium-to-strong bands at a lower frequency region ca.…”

Section: Vibrational Spectramentioning

confidence: 98%

Structural Characterization and Antimicrobial Activity of 2-(5-H/methyl-1H-benzimidazol-2-yl)-4-bromo/nitro-phenol Ligands and their Fe(NO3)3 Complexes

Tavman

Agh-Atabay

Neshat

et al. 2006

Transition Met Chem

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2-(5-H/methyl-1H-benzimidazol-2-yl)-4-bromo/nitro-phenol (HL x :X=1-4) ligands and their iron(III) nitrate complexes have been synthesized and characterized. In all of the complexes, the ligands are bidentate, via one imine nitrogen atom and a phenolate oxygen atom. The coordination is completed with a bidentate nitrate anion, and a water molecule. Elemental analysis, molar conductivity, magnetic susceptibility, FT-Raman, FT-IR (mid i.r., far i.r.), UV-visible and as well as quantum chemical calculations performed with CACHE are in agreement with a 1:1 electrolyte structures that are mononuclear, and distorted 5-coordinate square pyramidal. The antimicrobial activities of free ligands, their hydrochloride salts and the complexes were evaluated using the disk diffusion method in dimethyl sulfoxide (DMSO) toward nine bacteria, each with multiple, fresh clinical isolates, and the results are compared with those for penicillin-g, ampicillin, cefotaxime, vancomycine, oflaxacin and tetracycline. Antifungal activities were reported for Kluyveromyces fragilis, Rhodotorula rubra, Candida albicans, Hanseniaspora Guilliermondii and Debaryomyces hansenii yeasts, each with multiple isolates, and the results were referenced against nystatin, ketaconazole and clotrimazole antifungal agents. In most cases, the compounds tested showed broadspectrum (Gram + and Gram ) ) activities that were either more active or as potent as the references particularly as antifungal agents.

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Transition metal complexes with the thiosemicarbazide-based ligands—XXIII. Synthesis, physicochemical properties and voltammetric characterization of iron(III) complexes with terdentate and quadridentate thiosemicarbazide derivatives

Cited by 33 publications

References 17 publications

Preparation, characterization and antibacterial effect of 2-methoxy-6-(5-H/Me/Cl/No2-1H-benzimidazol-2-yl)phenols and some transition metal complexes

Preparation, characterization and antibacterial effect of 2-methoxy-6-(5-H/Me/Cl/No2-1H-benzimidazol-2-yl)phenols and some transition metal complexes

Investigation of Raman, FT-IR, EPR spectra and antimicrobial activity of 2-(5-H/Me/Cl-1H-benzimidazol-2-yl)-phenol ligands and their Fe(NO3)3 complexes

Structural Characterization and Antimicrobial Activity of 2-(5-H/methyl-1H-benzimidazol-2-yl)-4-bromo/nitro-phenol Ligands and their Fe(NO3)3 Complexes

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