Structural diversity of isothiocyanato Cd(II) and Zn(II) Girard’s T hydrazone complexes in solution and solid state: effect of H-bonding on coordination number and supramolecular assembly of Cd(II) complex in solid state

Čobeljić, Božidar; Pevec, Andrej; Stepanović, Srdjan; Milenković, Milica R.; Turel, Iztok; Gruden, Maja; Radanović, Dušanka; Anđelković, Katarina

doi:10.1007/s11224-018-1155-8

Cited by 13 publications

(33 citation statements)

References 27 publications

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“…The ligand HLCl was synthesized in the reaction of 2-acetylpyridine (1.67 g, 1.00 mmol) and Girard's T reagent (1.12 mL, 1.00 mmol) in methanol (50 mL) as described previously. 6 The reaction mixture was acidified with 3-4 drops of 2 M HCl and refluxed for 120 min at 85 °C.…”

Section: Synthesis Of Ligand Hlclmentioning

confidence: 99%

“…Signals of two rotational isomers of the hydrazone tautomeric form with the E configuration (ratio 1:0.4) were observed in the NMR spectra of ligand HLCl. 6…”

Section: Synthesis Of Ligand Hlclmentioning

confidence: 99%

“…The assay was performed in 96-well microtiter plates with test strains suspended in Müller-Hinton and Sabouraud broth for the bacteria and yeast, respectively. The final concentration of each bacterial strain was adjusted to 2×10 6 and 2×10 5 CFU mL -1 for the C. albicans. Triphenyltetrazolium chloride (TTC, Aldrich, USA) was added to the culture medium as growth indicator.…”

Section: Antimicrobial Activitymentioning

confidence: 99%

“…The ligand (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-aminium chloride (HLCl), was obtained in the condensation reaction of 2-acetylpyridine and Girard's T reagent in methanol, Scheme 1a. 6 Reaction of the ligand HLCl with Fe(NO 3 ) 3 •9H 2 O and NH 4 SCN in mole ratio 1:1.15:3 in methanol/water mixture resulted in the formation of mononuclear isothiocyanato Fe(III) complex (1) with composition [FeL(NCS) 3 ], Scheme 1b. In complex 1, Fe(III) is hexacoordinated with the pyridine nitrogen, azomethine nitrogen and carbonyl oxygen atoms from the deprotonated hydrazone ligand and three thiocyanate ligands coordinated through nitrogen atoms.…”

Section: Synthesismentioning

confidence: 99%

“…4 In some cases, monodentately coordinated thiocyanate ligands can participate in intermolecular hydrogen bonding between metal complexes, having significant influence on their stability in the solid state. 5,6 Schiff bases complexes containing pseudohalide ligands are of interest due to their structural diversity, and their magnetic and spectral properties, as well as their biological activity. Recently, isothiocyanato Fe(III) complexes with dihydrazone of 2,6-diacetylpyridine and Girard's T reagent (H 2 L 1 Cl 2 ) were synthesized.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, characterization and antimicrobial activity of isothiocyanato Fe(III) Girard's t hydrazone complex

Čobeljić

Pevec

Jagličić

et al. 2018

JSCS

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The isothiocyanato Fe(III) complex with (E)-N,N,N-trimethyl-2-oxo-2-(2-(1-(pyridin-2-yl)ethylidene)hydrazinyl)ethan-1-aminium was synthesized and characterized by elemental analysis, IR spectroscopy and X-ray analysis. The octahedral geometry of the Fe(III) complex consists of the deprotonated form of the hydrazone ligand coordinated through the pyridine nitrogen, azomethine nitrogen and carbonyl oxygen atoms with three isothiocyanato ligands in the remaining coordination places. The measured effective magnetic moment for Fe(III) complex corresponds to high spin Fe(III) ion. The hydrazone ligand and its Fe(III) complex showed lower activity against the tested microbial strains than standard antimicrobial drugs.

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Section: Synthesis Of Ligand Hlclmentioning

confidence: 99%

“…Signals of two rotational isomers of the hydrazone tautomeric form with the E configuration (ratio 1:0.4) were observed in the NMR spectra of ligand HLCl. 6…”

Section: Synthesis Of Ligand Hlclmentioning

confidence: 99%

Section: Antimicrobial Activitymentioning

confidence: 99%

Section: Synthesismentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Synthesis, characterization and antimicrobial activity of isothiocyanato Fe(III) Girard's t hydrazone complex

Čobeljić

Pevec

Jagličić

et al. 2018

JSCS

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Structural variety of Co²⁺, Ni²⁺, Pd²⁺, and Pt⁴⁺ complexes of a hydrazone based on Girard's T: Synthesis, spectroscopic, molecular docking simulation on CTX‐M‐14 β‐lactamase, and theoretical (DFT) studies

Hassan

Mostafa

Smith

et al. 2023

Applied Organom Chemis

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The reaction of ethyl isothiocyanate with Girard's T affords a new hydrazone named 2‐(2‐N,N,N‐trimethyl‐2‐oxoethane‐1‐auminium chloride [EtGT]). Its structure was confirmed by single crystal X‐ray diffraction. Also, the isolations and characterizations of new metal complexes with EtGT were confirmed by elemental analyses, IR, UV‐visible, magnetic measurements, 13C‐NMR, 1H‐NMR, and thermal analyses. IR spectra suggest that the ligand acts as a bidentate coordinating either via the carbonyl oxygen and the nitrogen atom of the hydrazine group or through the sulfur (C=S and/or C‐S) and the NH groups. The computational estimation of EtGT and its complexes were approved with the Gaussian 09 W program in DFT/B3LYP. DPPH and ABTS are two free radical scavenger tests that were utilized in order to evaluate the antioxidant potential of complexes in vitro. Furthermore, the biological effectiveness of the ligand and its complexes against bacteria varieties Gram (+ve) and Gram (−ve) bacteria was in vitro investigated. Also, antifungal action was investigated utilizing inhibition zone diameter. Moreover, the ligand and its complexes also exhibited a broad spectrum of DNA degradation effects, as measured by agarose gel electrophoresis. Cyclic voltammetry of Co2+ with different concentrations was measured experimentally. Molecular docking is exercised to examine the inhibitor characteristics of complexes through binding propensity with CTX‐M‐14 β‐lactamase (Class A).

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Correlating Structure and KA² Catalytic Activity of Zn^II Hydrazone Complexes

Adejumo,

Danopoulou,

Zorba

et al. 2023

Eur J Inorg Chem

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Two new Zn(II) complexes bearing tridentate hydrazone‐based ligands with NNO or NNS donor atoms were synthesised and characterised by elemental analysis, infrared (IR) and nuclear magnetic resonance (NMR) spectroscopies, and single crystal X‐ray diffraction methods. These complexes, together with four previously synthesised analogues, having hydrazone ligands with a NNO donor set of atoms, were successfully employed as catalysts in the ketone‐amine‐alkyne (KA2) coupling reaction, furnishing tetrasubstituted propargylamines, compounds with unique applications in organic chemistry. DFT calculations at the CAM‐B3LYP/TZP level of theory were performed to elucidate the electronic structure of the investigated Zn(II) complexes, excellently correlating the structure of the complexes to their catalytic reactivity.

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Structural diversity of isothiocyanato Cd(II) and Zn(II) Girard’s T hydrazone complexes in solution and solid state: effect of H-bonding on coordination number and supramolecular assembly of Cd(II) complex in solid state

Cited by 13 publications

References 27 publications

Synthesis, characterization and antimicrobial activity of isothiocyanato Fe(III) Girard's t hydrazone complex

Synthesis, characterization and antimicrobial activity of isothiocyanato Fe(III) Girard's t hydrazone complex

Structural variety of Co²⁺, Ni²⁺, Pd²⁺, and Pt⁴⁺ complexes of a hydrazone based on Girard's T: Synthesis, spectroscopic, molecular docking simulation on CTX‐M‐14 β‐lactamase, and theoretical (DFT) studies

Correlating Structure and KA² Catalytic Activity of Zn^II Hydrazone Complexes

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Structural diversity of isothiocyanato Cd(II) and Zn(II) Girard’s T hydrazone complexes in solution and solid state: effect of H-bonding on coordination number and supramolecular assembly of Cd(II) complex in solid state

Cited by 13 publications

References 27 publications

Synthesis, characterization and antimicrobial activity of isothiocyanato Fe(III) Girard's t hydrazone complex

Synthesis, characterization and antimicrobial activity of isothiocyanato Fe(III) Girard's t hydrazone complex

Structural variety of Co2+, Ni2+, Pd2+, and Pt4+ complexes of a hydrazone based on Girard's T: Synthesis, spectroscopic, molecular docking simulation on CTX‐M‐14 β‐lactamase, and theoretical (DFT) studies

Correlating Structure and KA2 Catalytic Activity of ZnII Hydrazone Complexes

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Structural variety of Co²⁺, Ni²⁺, Pd²⁺, and Pt⁴⁺ complexes of a hydrazone based on Girard's T: Synthesis, spectroscopic, molecular docking simulation on CTX‐M‐14 β‐lactamase, and theoretical (DFT) studies

Correlating Structure and KA² Catalytic Activity of Zn^II Hydrazone Complexes