Syntheses, characterization of and studies on the electrochemical behaviour of ferrocenyl dithiophosphonates and 4-methoxyphenyl dithiophosphonates

Sağlam, Ertuğrul Gazi; Erden, Sevcan; Tutsak, Özgür; Bayraktepe, Dilek Eskiköy; Yazan, Zehra; Dal, Hakan; Ebinç, Ahmet

doi:10.1080/10426507.2016.1238368

Cited by 13 publications

(8 citation statements)

References 41 publications

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“…In the vibrational spectra of the ammonium salts of the ligands, the characteristic ν N-H bands appear at 3080-3111 cm À 1 on IR and at 3098-3113 cm À 1 on Raman spectra. As expected, [30] NÀ H bands disappear on the vibrational spectra of the Cd(II) and Hg(II) complexes.…”

Section: Ir and Raman Spectrasupporting

confidence: 83%

“…[20a,22] In this study, four new ferrocenyldithiophosphonato complexes of Cd(II) and Hg(II) were synthesized. The ligands used were previously known [30] ([NH 4 ][FcLn] : FcLn, Fc = ferrocenyl-, Ln = (RO)P(S)S; n = 1, R = 3-phenyl-1-propyl-; n = 2, R = 1-phenyl-1-propyl-; n = 3, R = 3-methyl-1-butyl-; n = 4, R = 3-pentyl-). The metal chlorides reacted with the ligands to obtain the complexes which are of the general formula [Cd(μ-FcLn) 2 (FcLn) 2 ] and [Hg(μ-FcLn) 2 (FcLn) 2 ].…”

Section: Resultsmentioning

confidence: 99%

“…The chemical shifts relating to the ligands tend to have lower (higher field) values compared to those of the complexes. [30] In the 1 H-NMR spectra of all the complexes, the ferrocenyl protons of the outer-ring, (unsubs-Fc ring ), appear as a singlet. But, the inner-ring protons (subs-Fc ring ) give rise to multiplets as expected.…”

Section: Mass Spectramentioning

confidence: 98%

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New Heterobimetallic Ferrocenyl Dithiophosphonato Cd(II) and Hg(II) Complexes: DNA Interactions, Antimicrobial and Anticancer Activity Studies of the Cd(II) Complexes

et al. 2021

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A series of new ferrocenyldithiophosphonato complexes of Cd(II) and Hg(II) ions were synthesized and characterized by spectroscopic methods. The antiproliferative activities of the ligands and their Cd(II) complexes were screened against four human cell lines using 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) method. While the ligands were inactive in the three cancer cell lines screened, their Cd(II) complexes showed a very toxic effect against all cell lines. The complexes especially demonstrated the highest efficacy in the breast cancer cell line among the others. They were found to have higher cytotoxic activity compared to positive controls used in all cell lines. Furthermore, the ligands and their Cd(II) complexes were tested for antimicrobial activity against some pathogen bacteria and yeast strains. The minimum inhibitory concentration (MIC) and minimal bactericidal concentration (MBC), values were found to be in the ranges of 39.06-612 μM and 39.06-1250 μM, respectively. Besides, interactions between the compounds and plasmid DNA were studied by agarose gel electrophoresis. All of these cleaved double-strand supercoiled plasmid DNA at the highest concentration indicating DNA cleavage activity. The restriction enzyme digestion of the compound-DNA mixtures showed that compounds bind to A/A and G/G nucleotides.

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Section: Ir and Raman Spectrasupporting

confidence: 83%

Section: Resultsmentioning

confidence: 99%

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New Heterobimetallic Ferrocenyl Dithiophosphonato Cd(II) and Hg(II) Complexes: DNA Interactions, Antimicrobial and Anticancer Activity Studies of the Cd(II) Complexes

et al. 2021

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“…Previously, various groups of alcohols had been used for FcLR, including methanol, ethanol, and isopropanol and ring opening by ammonia hydrate have been reported . A number of ligands through a combination of S/N/O heterocyclic atoms have been used in the nucleophilic ring opening reaction of the FcLR reagent . The metal complexation chemistry of FcLR is generally scarce, with only a few complexes known, whilst reported metal complexes with the new hydroxy ferrocenyl dithiophosphonate ligand L1 is heretofore unknown.…”

Section: Resultsmentioning

confidence: 99%

Heterodimetallic Ferrocenyl Dithiophosphonate Complexes of Nickel(II), Zinc(II) and Cadmium(II) as Sensitizers for TiO₂‐Based Dye‐Sensitized Solar Cells

et al. 2019

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The formation, characterization, and dye sensitized solar cell application of nickel(II), zinc(II) and cadmium(II) ferrocenyl dithiophosphonate complexes were investigated. The multidentate monoanionic ligand [S 2 PFc(OH)] À (L1) was synthesized. The reaction between metal salt precursors and L1 produced Ni(II) complexes of the type [Ni{S 2 P(Fc)(OH)} 2 ] (1) (molar ratio 1:2), and a tetranickel(II) complex of the type [Ni 2 {S 2 OP(Fc)} 2 ] 2 (2) (molar ratio (1:1). It also produced a Zn(II) complex [Zn{S 2 P (Fc)(OH)} 2 ] 2 (3), and a Cd(II) complex [Cd{S 2 P(Fc)(OH)} 2 ] 2 (4). Complexes 1-4 were characterized by 1 H and 31 P NMR, FTIR and elemental analysis, and complexes 1 and 2 were additionally analyzed by X-ray crystallography. The first examples of dyesensitized solar cells (DSSCs) co-sensitized with ferrocenyl dithiophosphonate complexes 1-4 are reported. Co-sensitization with the ruthenium dye N719, produced the dye materials (3)-N719 (η = 8.30%) and (4)-N719 (η = 7.78%), and they were found to have a better overall conversion efficiency than the pure Ru N719 dye standard (η = 7.14%) under the same experimental conditions. The DSSCs were characterized using UV/vis, cyclic voltammetry, electrochemical impedance spectroscopy (EIS), photovoltaic-(IÀ V curves), and performing incident photon-to-current efficiency (IPCE) measurements.

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“…The metal (M) and ligand (L) bonding in these clusters accounts for the slightly downfield chemical shift in the 31 P NMR in comparison to free ligands. 47,48 The absence of other resonance peaks in the 31 P NMR of each compound excluded the possibility of any side products as impurity as well as counteranion [PF 6 ] − , which is also evidence for a neutral charge over the chemical formula of these clusters. Both NMR and ESI-MS studies indicate the high purity of all synthesized clusters.…”

Section: ■ Introductionmentioning

confidence: 99%

Dithiophosphonate Anchored Heterometallic (Ag(I)/Fe(II)) Molecular Catalysts for Electrochemical Hydrogen Evolution Reaction

et al. 2022

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The dichalcogenide ligated molecules in catalysis to produce molecular hydrogen through electroreduction of water are rarely explored. Here, a series of heterometallic [Ag 4 (S 2 PFc(OR) 4 ] [where Fc = Fe(η 5 -C 5 H 4 )(η 5 -C 5 H 5 ), R = Me, 1; Et, 2; n Pr, 3; iso Amyl, 4] clusters were synthesized and characterized by IR, absorption spectroscopy, NMR ( 1 H, 31 P), and electrospray ionization mass spectrometry. The molecular structures of 1, 2, and 3 clusters were established by single-crystal X-ray crystallographic analysis. The structural elucidation shows that each triangular face of a tetrahedral silver(I) core is capped by a ferrocenyl dithiophosphonate ligand in a trimetallic triconnective (η 3 ; μ 2 , μ 1 ) pattern. A comparative electrocatalytic hydrogen evolution reaction of 1−5 (R = i Pr, 5) was studied in order to demonstrate the potential of these clusters in water splitting activity. The experimental results reveal that catalytic performance decreases with increases in the length of the carbon chain and branching within the alkoxy (-OR) group of these clusters. Catalytic durability was found effective even after 8 h of a chronoamperometric stability test along with 1500 cycles of linear sweep voltammetry performance, and only 15 mV overpotential was increased at 5 mA/cm 2 current density for cluster 1. A catalytic mechanism was proposed by applying density functional theory (DFT) on clusters 1 and 2 as a representative. Here, a μ 1 coordinated S-site between Ag 4 core and ligand was found a reaction center. The experimental results are also in good accordance with the DFT analysis.

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Syntheses, characterization of and studies on the electrochemical behaviour of ferrocenyl dithiophosphonates and 4-methoxyphenyl dithiophosphonates

Cited by 13 publications

References 41 publications

New Heterobimetallic Ferrocenyl Dithiophosphonato Cd(II) and Hg(II) Complexes: DNA Interactions, Antimicrobial and Anticancer Activity Studies of the Cd(II) Complexes

New Heterobimetallic Ferrocenyl Dithiophosphonato Cd(II) and Hg(II) Complexes: DNA Interactions, Antimicrobial and Anticancer Activity Studies of the Cd(II) Complexes

Heterodimetallic Ferrocenyl Dithiophosphonate Complexes of Nickel(II), Zinc(II) and Cadmium(II) as Sensitizers for TiO₂‐Based Dye‐Sensitized Solar Cells

Dithiophosphonate Anchored Heterometallic (Ag(I)/Fe(II)) Molecular Catalysts for Electrochemical Hydrogen Evolution Reaction

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Syntheses, characterization of and studies on the electrochemical behaviour of ferrocenyl dithiophosphonates and 4-methoxyphenyl dithiophosphonates

Cited by 13 publications

References 41 publications

New Heterobimetallic Ferrocenyl Dithiophosphonato Cd(II) and Hg(II) Complexes: DNA Interactions, Antimicrobial and Anticancer Activity Studies of the Cd(II) Complexes

New Heterobimetallic Ferrocenyl Dithiophosphonato Cd(II) and Hg(II) Complexes: DNA Interactions, Antimicrobial and Anticancer Activity Studies of the Cd(II) Complexes

Heterodimetallic Ferrocenyl Dithiophosphonate Complexes of Nickel(II), Zinc(II) and Cadmium(II) as Sensitizers for TiO2‐Based Dye‐Sensitized Solar Cells

Dithiophosphonate Anchored Heterometallic (Ag(I)/Fe(II)) Molecular Catalysts for Electrochemical Hydrogen Evolution Reaction

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Heterodimetallic Ferrocenyl Dithiophosphonate Complexes of Nickel(II), Zinc(II) and Cadmium(II) as Sensitizers for TiO₂‐Based Dye‐Sensitized Solar Cells