Synthesis, spectral, electrochemical and X-ray single crystal studies on Ni(II) and Co(II) complexes derived from 1-benzoyl-3-(4-methylpyridin-2-yl) thiourea

Saad, Fawaz A.

doi:10.1016/j.saa.2014.02.189

Cited by 19 publications

(14 citation statements)

References 33 publications

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“…[22] The thiourea derivatives (L1-L3) were prepared according to published procedures. [23,24] Precursor metal complexes [(p-cymene) RuCl 2 ] 2 and [Cp*MCl 2 ] 2 (M = Rh/Ir) were prepared according to the published procedures. [25,26] 1 H NMR spectra were recorded on a Bruker Avance II 400 MHz spectrometer using CDCl 3 as solvent; chemical shifts were referenced to TMS.…”

Section: Methodsmentioning

confidence: 99%

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Neutral and cationic half‐sandwich arene d⁶ metal complexes containing pyridyl and pyrimidyl thiourea ligands with interesting bonding modes: Synthesis, structural and anti‐cancer studies

Adhikari

Hussain

Phillips

et al. 2018

Applied Organom Chemis

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The reaction of [(p‐cymene)RuCl2]2 and [Cp*MCl2]2 (M = Rh/Ir) with benzoyl (2‐pyrimidyl) thiourea (L1) and benzoyl (4‐picolyl) thiourea (L2) led to the formation of cationic complexes bearing formula [(arene) M (L1)к2(N,S)Cl]+ and [(arene) M (L2)к2(N,S)Cl]+ [(arene) = p‐cymene, M = Ru, (1, 4); Cp*, M = Rh (2, 5) and Ir (3, 6)]. Precursor compounds reacted with benzoyl (6‐picolyl) thiourea (L3) affording neutral complexes having formula [(arene) M (L3)к1(S)Cl2] [arene = p‐cymene, M = Ru, (7); Cp*, M = Rh (8), Ir (9)]. X‐ray studies revealed that the methyl substituent attached to the pyridine ring in ligands L2 and L3 affects its coordination mode. When methyl group is at the para position of the pyridine ring (L2), the ligand coordinated metal in a bidentate chelating N, S‐ mode whereas methyl group at ortho position (L3), it coordinated in a monodentate mode. Further the anti‐cancer studies of the thiourea derivatives and its complexes carried out against HCT‐116, HT‐29 (human colorectal cancer), Mia‐PaCa‐2 (human pancreatic cancer) and ARPE‐19 (non‐cancer retinal epithelium) cell lines showed that the thiourea ligands are inactive but upon complexation, the metal compounds displayed potent and selective activity against cancer cells in vitro. Iridium complexes were found to be more potent as compared to ruthenium and rhodium complexes.

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Section: Methodsmentioning

confidence: 99%

“…The solvents were dried and distilled prior to use according to standard procedures . The thiourea derivatives (L1‐L3) were prepared according to published procedures . Precursor metal complexes [( p ‐cymene)RuCl 2 ] 2 and [Cp*MCl 2 ] 2 (M = Rh/Ir) were prepared according to the published procedures .…”

Section: Introductionmentioning

confidence: 99%

Neutral and cationic half‐sandwich arene d⁶ metal complexes containing pyridyl and pyrimidyl thiourea ligands with interesting bonding modes: Synthesis, structural and anti‐cancer studies

Adhikari

Hussain

Phillips

et al. 2018

Applied Organom Chemis

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“…In the spectra of complexes, the v (M─Cl) band appeared in the lower frequency range 370-300 cm À1 . [31] Furthermore, the presence of two bands at 1383, 1233 cm À1 and 1382, 1221 cm À1 for Fe(III) and Cr(III) chelates (1 and 3), respectively, with a difference of Δ = 150 and 161 cm À1 , shows the coordination of the nitrato group in monodentate mode. [29] The 1 H NMR spectral technique is regarded as one of the most effective ways for reinforcing chelation binding modes.…”

Section: Investigation Of the Binding Mode From Ft-ir And H Nmr Spectramentioning

confidence: 95%

Nano‐synthesis, solid‐state structural characterization, and antimicrobial and anticancer assessment of new sulfafurazole azo dye‐based metal complexes for further pharmacological applications

Khedr

El‐Ghamry

El-Sayed

2021

Applied Organom Chemis

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A new azo dye ligand (abbreviated as H 3 L) derived from coupling of sulfafurazole diazonium salt with 2,4-dihydroxybenzaldehyde was prepared and characterized applying different spectroscopic and analytical techniques.The novel nanosized trivalent Cr and Fe alongside with divalent Mn, Co, Ni, and Cd complexes with H 3 L have been synthesized for further promising pharmaceutical uses. All complexes were totally characterized by investigating various analytical and spectral tools such as microanalysis, FT-IR, 1 H NMR, UV-Vis, powder XRD, and TEM spectra as well as magnetic moment and molar conductance measurements. Microanalysis, TGA, and conductance studies confirmed the formation of all metal complexes in 1:1 (L: M) molar ratio with covalent mode. The FT-IR and 1 H NMR investigation asserted the chelation of H 3 L to different metal ions through azo nitrogen and phenolic deprotonated hydroxy oxygen in the o-position. UV-Vis, ESR, and magnetic moment studies revealed octahedral geometry around Cr and Fe ions, whereas Mn, Co, Ni, and Cd complexes displayed tetrahedral configurations. XRD patterns and TEM images proved homogeneous distribution over the chelates surfaces and nanometric size of complexes particles. Molecular modeling was used to optimize the complexes' geometric structure showing good harmonity with the experimental results. The antifungal and antibacterial efficiencies were strongly enhanced upon complex formation. Cr(III) and Ni(II) complexes showed the strongest and promising anticancer activities (IC 50 = 7.64 and 6.99 μg/ml) among the tested compounds, whereas Cd(II) complex showed moderate anticancer efficiency (IC 50 = 12.10 μg/ml), compared with the 5-fluorouracil (applied standard drug) with IC 50 = 6.44 μg/ ml.

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“…Thiourea compounds are very useful building blocks for the synthesis of a wide range of aliphatic macromolecular and heterocyclic compounds [9][10][11]. These compounds are remarkable chelating agents for analytical chemistry and a variety of metal complexes have been described in literature [12][13][14][15][16][17][18]. The presence of hard and soft donor sites in these compounds offers a huge bonding potential since both carbonyl and thiocarbonyl groups can coordinate metallic ions in different manners.…”

Section: Introduccionmentioning

confidence: 99%

Structural, vibrational and electronic characterization of 1-benzyl-3-furoyl-1-phenylthiourea: an experimental and theoretical study

et al. 2015

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1-benzyl-3-furoyl-1-phenylthiourea is a thiourea derivative synthesized and characterized by means of vibrational spectroscopy (IR and Raman) multinuclear NMR ( 1 H and 13 C) and elemental analysis. The geometrical parameters of this compound obtained from XRD studies were compared with the calculated values [B3LYP/6-311++G(d,p)] showing a good agreement. As determined by XRD analysis performed previously, the title compound exhibits the U-shape conformation with the C=O and C=S double bonds in anticlinal geometry. This conformational feature is mainly dictated by the substitution degree on the thiourea core and the ability of forming and intramolecular N-H···O=C hydrogen bond. The UV-visible absorption spectra of the compound in methanol solution were recorded and analyzed using time dependent density functional theory (TD-DFT). Molecular stability was investigated by applying the natural bond (NBO) analysis. Intermolecular interactions were evaluated by means of AIM approach. The calculated HOMO and LUMO energies show that the charge transfer occurs in the molecule. The molecular electrostatic potential map was calculated by DFT method. Non-linear optical (NLO) behavior of the title compound was investigated by determining of electric dipole moment, polarizability α, and hyperpolarizability β using B3LYP/6-311++G(d,p) approximation.

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Synthesis, spectral, electrochemical and X-ray single crystal studies on Ni(II) and Co(II) complexes derived from 1-benzoyl-3-(4-methylpyridin-2-yl) thiourea

Cited by 19 publications

References 33 publications

Neutral and cationic half‐sandwich arene d⁶ metal complexes containing pyridyl and pyrimidyl thiourea ligands with interesting bonding modes: Synthesis, structural and anti‐cancer studies

Neutral and cationic half‐sandwich arene d⁶ metal complexes containing pyridyl and pyrimidyl thiourea ligands with interesting bonding modes: Synthesis, structural and anti‐cancer studies

Nano‐synthesis, solid‐state structural characterization, and antimicrobial and anticancer assessment of new sulfafurazole azo dye‐based metal complexes for further pharmacological applications

Structural, vibrational and electronic characterization of 1-benzyl-3-furoyl-1-phenylthiourea: an experimental and theoretical study

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Synthesis, spectral, electrochemical and X-ray single crystal studies on Ni(II) and Co(II) complexes derived from 1-benzoyl-3-(4-methylpyridin-2-yl) thiourea

Cited by 19 publications

References 33 publications

Neutral and cationic half‐sandwich arene d6 metal complexes containing pyridyl and pyrimidyl thiourea ligands with interesting bonding modes: Synthesis, structural and anti‐cancer studies

Neutral and cationic half‐sandwich arene d6 metal complexes containing pyridyl and pyrimidyl thiourea ligands with interesting bonding modes: Synthesis, structural and anti‐cancer studies

Nano‐synthesis, solid‐state structural characterization, and antimicrobial and anticancer assessment of new sulfafurazole azo dye‐based metal complexes for further pharmacological applications

Structural, vibrational and electronic characterization of 1-benzyl-3-furoyl-1-phenylthiourea: an experimental and theoretical study

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Neutral and cationic half‐sandwich arene d⁶ metal complexes containing pyridyl and pyrimidyl thiourea ligands with interesting bonding modes: Synthesis, structural and anti‐cancer studies

Neutral and cationic half‐sandwich arene d⁶ metal complexes containing pyridyl and pyrimidyl thiourea ligands with interesting bonding modes: Synthesis, structural and anti‐cancer studies