Bicyclic N-heterocyclic carbene (NHC) ligand precursors and their palladium complexes

Gümüşada, Rukiye; Günay, M. Emın; Özdemir, Namık; Çetınkaya, Bekır

doi:10.1080/00958972.2016.1185780

Cited by 17 publications

(2 citation statements)

References 31 publications

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“…The appearance of powerful peaks at 2950-2800 cm −1 in spectra of bis-benzimidazolium salts and the absence of these peaks in silver complexes were key to the successful metalation of the salts. The four-nger pattern [13,29,34] for the synthesized silver complexes and characteristic peaks of C=N stretching of N-alkylated and benzimidazolium salts in the range of 1600-1300 cm −1 which weekend in complexes C1 & C2 provides a strong indication for the synthesis of Ag-NHCs as shown in gure S2 [37].…”

Section: Ft-ir Spectral Analysismentioning

confidence: 95%

Synthesis, characterization and biological evaluation of Bis-benzimidazolium salts and their silver(I)-N-heterocyclic carbene complexes

et al. 2022

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Azolium salts are stable sources of N-heterocyclic carbenes (NHCs), an emerging class of ligands. Due to prominent properties, they have versatile applications. In the current study, new bis-benzimidazolium salts and their silver complexes were synthesized and con rmed through spectroscopic analysis. Compounds were characterized using FT-IR, 1 H NMR, and 13 C NMR spectroscopies. Biological potentials of these compounds were investigated for antibacterial activity against both the gram-positive (Staphylococcus Aureus) and gram-negative (Escherichia Coli) strains. The salts L1 and L2 showed zone inhibition of 17 ± 1 and 13.33 ± 0.58 mm for S. Aureus and 8.83 ± 0.76 and 8.83 ± 0.58 mm for E. Coli, respectively. The respective silver complexes C1 and C2 showed better zone of inhibitions for both the strains, i.e., 18.67 ± 0.58 and 19.83 ± 0.29 mm for S. Aureus and 12.5 ± 0.5 and 14.33 ± 0.58 mm for E. Coli, respectively. The salts showed a good trend in scavenging concerning the increasing concentration and presented the IC 50 values in the range of 3.51 and 15.36 µg/mL, respectively, which showed that these compounds are good antioxidant agents. The Hemolytic potentential of compounds were checked and L2 was found least tixic with 7.37 ± 0.11 value.

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Section: Ft-ir Spectral Analysismentioning

confidence: 95%

Synthesis, characterization and biological evaluation of Bis-benzimidazolium salts and their silver(I)-N-heterocyclic carbene complexes

et al. 2022

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“…Although the Khalifa H stretching vibration of the alkyl chain is thought to be responsible for the appearance of signals in the 2875-2963 cm −1 range in the spectrum of salt 2, these signals in the silver 3 complex were found to be due to the coordination of the Ag(I) ion weakening and electrondonating properties of the alkyl group. For complex 3, the CN stretching vibration occurs in a specifc four-fnger mode (f. fs) [39,40]. Te CN stretching vibration of the benzimidazole ring of salt 2 appears at 1356-1539 cm −1 , while complex 3 does not appear in this mode.…”

Section: Ftir Spectroscopymentioning

confidence: 99%

Synthesis, Characterization, Antimicrobial Properties, and Antioxidant Activities of Silver-N-Heterocyclic Carbene Complexes

Bensalah

Gürbüz

Özdemır

et al. 2023

Bioinorganic Chemistry and Applications

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The emergence of antimicrobial resistance has become a major handicap in the fight against bacterial infections, prompting researchers to develop new, more effective, and multimodal alternatives. Silver and its complexes have long been used as antimicrobial agents in medicine because of their lack of resistance to silver, their low potency at low concentrations, and their low toxicity compared to most commonly used antibiotics. N-Heterocyclic carbenes (NHCs) are widely used for coordination of transition metals, mainly in catalytic chemistry. In this study, several N-alkylated benzimidazolium salts 2a–j were synthesized. Then, the N-heterocyclic carbene (NHC) precursor was treated with Ag2O to give silver (I) NHC complexes (3a–j) at room temperature in dichloromethane for 48 h. Ten new silver-NHC complexes were fully characterized by nuclear magnetic resonance (NMR), Fourier transform infrared spectroscopy (FT-IR), elemental analysis, and LC-MSMS (for complexes) techniques. The antibacterial and antioxidant activities of salt 2 and its silver complex 3 were evaluated. All of these complexes were more effective against bacterial strains than comparable ligands. With MIC values ranging from 6.25 to 100 g/ml, the Ag-NHC complex effectively showed strong antibacterial activity. Antioxidant activity was also tested using conventional techniques, such as 2, 2-diphenyl-1-picrylhydrazine (DPPH) and hydrogen peroxide scavenging assays. In DPPH and ABTS experiments, compounds 3a, 3b, 3c, 3e, 3g, and 3i showed significant clearance.

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Effect of ring substitution on synthesis of benzimidazolium salts and their silver(I) complexes: characterization, electrochemical studies and evaluation of anticancer potential

et al. 2019

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Bicyclic N-heterocyclic carbene (NHC) ligand precursors and their palladium complexes

Cited by 17 publications

References 31 publications

Synthesis, characterization and biological evaluation of Bis-benzimidazolium salts and their silver(I)-N-heterocyclic carbene complexes

Synthesis, characterization and biological evaluation of Bis-benzimidazolium salts and their silver(I)-N-heterocyclic carbene complexes

Synthesis, Characterization, Antimicrobial Properties, and Antioxidant Activities of Silver-N-Heterocyclic Carbene Complexes

Effect of ring substitution on synthesis of benzimidazolium salts and their silver(I) complexes: characterization, electrochemical studies and evaluation of anticancer potential

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