Synthesis, structure, electrochemical and antimicrobial properties of N , N ′-bis(ferrocenylmethyl)imidazolinium salts

Özbek, Hülya Avcı; Aktaş, Pelin Sözen; Daran, Jean‐Claude; Oskay, Mustafa; Demirhan, Funda; Çetınkaya, Bekır

doi:10.1016/j.ica.2014.08.036

Cited by 11 publications

(6 citation statements)

References 30 publications

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“…13 35 and secondary phosphine 17 36 were prepared as described in the literature. All the solvents used were purified and dried by standard methods.…”

Section: Generalmentioning

confidence: 99%

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Unexpected acid-catalyzed ferrocenylmethylation of diverse nucleophiles with vinyloxymethylferrocene

et al. 2016

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“…13 35 and secondary phosphine 17 36 were prepared as described in the literature. All the solvents used were purified and dried by standard methods.…”

Section: Generalmentioning

confidence: 99%

“…HCMe) 13. C NMR (100.62 MHz, CDCl 3 ): δ = 18.9 (Me), 51.5 (OMe), 68.2 (C β in Fc), 68.4 (C 5 H 5 ), 69.1 (C α in Fc), 71.6 (CH 2 Fc), 83.6 (C i in Fc), 99.1 (CH).…”

mentioning

confidence: 99%

Unexpected acid-catalyzed ferrocenylmethylation of diverse nucleophiles with vinyloxymethylferrocene

et al. 2016

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“…N -Heterocyclic carbenes (NHCs) are the imidazole-based carbene groups which are isolated and crystallized by the deprotonation of imidazole salts [ 14 ]. Also, the imidazole salts naturally transform into NHCs over metal complex building reactions, as exampled on the synthesis and characterization of the silver-NHC complexes [ 15 ] and the iron-imidazole salts [ 16 ].…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Structural Analysis, and Biological Activities of Some Imidazolium Salts

Uluçam

Türkyılmaz

2018

Bioinorganic Chemistry and Applications

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Four newly synthesized imidazolium salts were characterized by nuclear magnetic resonance, vibrational spectra, and mass spectra. Then, the density functional theory calculations were performed to obtain the molecular configurations on which the theoretical nuclear magnetic resonance and infrared spectra were consequently obtained. The comparison of calculated spectra with the experimental spectra for each molecule leads to the conclusion that the theoretical results can be assumed to be a good approach to their molecular configurations. The in vitro biological activities of the salts on the selected bacteria and cancer cell lines were determined by using the broth dilution method according to Clinical and Laboratory Standards Institute guidelines. The 1,3-bis(2-hydroxyethyl) imidazolidinium bromide and 3-(2-ethoxy-2-oxoethly)-1-(3-aminopropyl)-1H-imidazol-3-ium bromide showed efficiency on Bacillus cereus ATCC 11778. The 3-bis(2-carboxyethyl)-4-methyl-1-H-imidazol-3-ium bromide was effective on HeLa while a similar effect was observed on Hep G2 with 3-(2-carboxyethyl)-1-(3-aminopropyl)-1H-imidazol-3-ium bromide.

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“…Imidazolidine compounds showed a variety of biological activities such as antibacterial, antitubercular, antifungal, anti-HIV, antileishmanial, antinociceptive, anti-inflammatory and analgesic activities [4,5]. They are also used for the treatment of schistosomiasis infections [6], anticonvulsant activity and reduced toxicity [7], antidiabetic [8]. Imidazolidines have antitumor, antiarrhytmic and antiandrogenic activity.…”

Section: Introductionmentioning

confidence: 99%

Microwave Synthesis and Antibacterial Activities of Some Imidazolidine Derivatives Containing 1,3,4-Oxadiazole Moiety

Abood¹,

Ali²,

Qabel³

et al. 2018

Asian J. Chem.

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5-(4-Aminophenyl)-2-thiol-1,3,4-oxadiazole (1) was synthesized via the reaction of carbon disulfide with 4-aminobenzoyl hydrazide in presence of potassium hydroxide in absolute ethanol. Compound 1 was converted to the corresponding diazonium salt which was introduced in coupling reaction with alkaline solution of 2-hydroxybenzaldehyde as coupling reagent to give azooxadiazole derivative 2 containing aldehyde group. The resulting aldehyde 2 was then introduced in condensation reactions with the primary aromatic amines including (4-bromoaniline, 4-chloroaniline, 4-nitroaniline, 3-nitroaniline, 4-methoxyaniline and 4-hydroxyaniline) using microwave irradiation technique in absolute ethanol to produce six imine derivatives of 1,3,4-oxadiazole (3a-f), respectively. Treatment of the resulting imines 3a-f with glycine using microwave irradiation in tetrahydrofuran afforded six new imidazolidines 4a-f substituted with 1,3,4-oxadiazole moiety, respectively. in vitro Antibacterial activity of the target compounds were investigated using two types of bacteria, Staphylococcus aureus (Gram-positive) and Escherichia coli (Gram-negative). The results indicated that the newly synthesized imidazolidines (compounds 4d and 4f) showed enhanced activity against Gram-negative bacteria when compared with that of the control drug (gentamycin).

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Synthesis, structure, electrochemical and antimicrobial properties of N , N ′-bis(ferrocenylmethyl)imidazolinium salts

Cited by 11 publications

References 30 publications

Unexpected acid-catalyzed ferrocenylmethylation of diverse nucleophiles with vinyloxymethylferrocene

Unexpected acid-catalyzed ferrocenylmethylation of diverse nucleophiles with vinyloxymethylferrocene

Synthesis, Structural Analysis, and Biological Activities of Some Imidazolium Salts

Microwave Synthesis and Antibacterial Activities of Some Imidazolidine Derivatives Containing 1,3,4-Oxadiazole Moiety

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