New thiosemicarbazide and dithiocarbazate based oxidovanadium(<scp>iv</scp>) and dioxidovanadium(<scp>v</scp>) complexes. Reactivity and catalytic potential

Maurya, Mannar R.; Sarkar, Bithika; Kumar, Amit; Ribeiro, Nádia; Miliute, Aistè; Pessoa, João Costa

doi:10.1039/c9nj01486a

Cited by 20 publications

(8 citation statements)

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“…Among various transition metals, the coordination chemistry of vanadium has been inspired by its role in biological systems . The presence of vanadate moiety at the active sites of haloperoxidase enzymes and its ability to catalyze oxidation and oxidative bromination of organic molecules by hydrogen peroxide attracted the attention of researchers to search for its structural as well as functional models. , In addition to the functional model, vanadium complexes have extensively been explored in other catalytic reactions as well, like peroxidase mimicking, sulphoxidation, bromination, oxidation of alkanes, cyclohexane, phenols and alcohols, oxidative coupling of arenols, epoxidation of olefins, , hydroxylation of aromatic hydrocarbons, multicomponent reactions, and so forth.…”

Section: Introductionmentioning

confidence: 99%

Mononuclear/Binuclear [V^IVO]/[V^VO₂] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer

2022

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Ligands H 4 sal-dag (I) and H 4 Brsal-dag (II) derived from 1,3diaminoguanidine and salicylaldehyde or 5-bromosalicylaldehyde react with one or 2 mol equivalent of vanadium precursor to give two different series of vanadium complexes. Thus, complexes(2) were isolated by the reaction of an equimolar ratio of these ligands with [V IV O(acac) 2 ] in MeOH. In the presence of K + /Cs + ion and using aerially oxidized [V IV O(acac) 2 ], the above reaction gave complexes 6), which could also be isolated by direct aerial oxidation of complexes 1 and 2 in MeOH in the presence of K + /Cs + ion. 8) were isolated upon increasing the ligand-to-vanadium precursor molar ratio to 1:2 under an air atmosphere. When I and II were reacted with aerially oxidized [V IV O(acac) 2 ] in a 1:2 molar ratio in MeOH in the presence of K + /Cs + ion, they formed (12). The structures of complexes 3, 4, 5, and 9 determined by single-crystal X-ray diffraction study confirm the mono-, bi-, tri-, and tetra-anionic behaviors of the ligands. All complexes were found to be an effective catalyst for the oxidation of benzoin to benzil via oxygen atom transfer (OAT) between DMSO and benzoin. Under aerobic condition, this oxidation also proceeds effectively in the absence of DMSO. Electron paramagnetic resonance and 51 V NMR studies demonstrated the active role of a stable V(IV) intermediate during OAT between DMSO and benzoin.

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Section: Introductionmentioning

confidence: 99%

Mononuclear/Binuclear [V^IVO]/[V^VO₂] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer

2022

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“…The utilization of a Mn III –Salen complex as a catalyst for the oxidation of toluene with TBHP, in the presence of the nitric acid promoter, resulted in the formation of benzaldehyde and benzyl alcohol with a total yield of around 6% after 24 h, at room temperature, with a higher selectivity (98%) toward the former product. Complexes based on other transition metals, namely, V, ,, Cr, Cu, and Au, have been studied as homogeneous catalysts for peroxidative oxidation of toluene in acetonitrile to obtain mixtures of oxygenated products (Table S2). In general, they exhibited moderate activities and a high selectivity toward benzaldehyde formation.…”

Section: Resultsmentioning

confidence: 99%

Cagelike Manganesesilsesquioxane Complexes: Synthesis via an Acetone Approach, Structure, and Catalytic Activity for Toluene Oxidation

Bilyachenko,

Gutsul,

Khrustalev

et al. 2023

Crystal Growth & Design

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The study describes a new feature in the self-assembly of cagelike manganese-based phenylsilsesquioxanes consisting of the strong influence of acetone solvates on the formation of a cage structure. By this convenient approach, a series of new tri and tetra manganese-based silsesquioxane complexes with (i) 1,10-phenanthroline, (ii) pyrazine, or (iii) 3,5-dimethylpyrazole (dmpzH) ligands were isolated and characterized. Single-crystal X-ray diffraction studies established the molecular architectures of all of the synthesized products. Several compounds represent extraordinary types of cagelike metallasilsesquioxane (CLMS) molecular architectures. Pyrazine- and dmpzH-based Mn3Na3 compounds exhibit total oxidation of initial Mn(II) ions to the Mn(III) state. They present relatively weak antiferromagnetic interactions between the manganese centers. The catalytic performance of a representative precatalyst Mn–CLMS compound, [(Ph6Si6O12)2Mn3Na3(dmpzH)3(acetone)3(H2O)], was investigated for the microwave-assisted oxidation of toluene to obtain benzaldehyde, benzyl alcohol, and benzoic acid as the main products. The effects of reaction parameters were studied, and under optimized conditions, using the t BuOOH oxidant, the oxygenated products were formed with a total yield of 54%, under microwave irradiation at 100 °C after 6 h, with 70% selectivity toward the formation of benzoic acid.

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“…Apart from these two bands, metal complexes also exhibited bands due to d-d electronic transitions. The high-intensity absorption bands of the different metal complexes at ʎ max = 310-380 nm were assigned to charge transfer from aminothiazole ligands to transition metal ions [46]. The bands observed for the metal complexes are depicted in the electronic supplementary material, table S2.…”

Section: Electronic Spectramentioning

confidence: 99%

Metal incorporated aminothiazole-derived compounds: synthesis, density function theory analysis,in vitroantibacterial and antioxidant evaluation

et al. 2021

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The present study advocates the combined experimental and computational study of metal-based aminothiazole-derived Schiff base ligands. The structure and electronic properties of ligands have been experimentally studied by spectroscopic methods (UV-Vis, FT-IR, 1 H-NMR and 13 C-NMR), mass spectrometry, elemental analysis and theoretically by density function theory (DFT). Computational calculations employing the B3LYP/6-31 + G(d,p) functional of DFT were executed to explore the optimized geometrical structures of ligands along with geometric parameters, molecular electrostatic potential (MEP) surfaces and frontier molecular orbital (FMO) energies. Global reactivity parameters estimated from FMO energy gaps signified the bioactive nature of ligands. The synthesized ligands were used for chelation with 3 d -transition metals [VO(IV), Cr(III), Fe(II), Co(II), Ni(II), Cu(II) and Zn(II)] in 1 : 2 (metal : ligand) molar ratio. The spectral and magnetic results confirmed the formation of octahedral geometry around all the divalent and trivalent metal centres, whereas the tetravalent vanadyl centres were confirmed to have square-pyramidal geometry. All the as-synthesized compounds were investigated for in vitro antibacterial potential against two Gram-negative ( Salmonella typhimurium and Escherichia coli ) and two Gram-positive ( Bacillus subtilis and Staphylococcus aureus ) bacteria. Antibacterial assay results displayed pronounced activity, and their activity is comparable to that of a standard drug (streptomycin). The antioxidant potential of these compounds was assessed by employing diphenyl picryl hydrazide radical scavenging activity. The results displayed that all the metal chelates have exhibited more bioactivity in contrast with free ligands. The chelation was the main reason for their enhanced bioactivity. These results indicated that the thiazole metal-based compounds could be exploited as antioxidant and antimicrobial candidates.

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New thiosemicarbazide and dithiocarbazate based oxidovanadium(iv) and dioxidovanadium(v) complexes. Reactivity and catalytic potential

Abstract: The new thiosemicarbazide and dithiocarbazate based vanadium complexes show remarkable catalytic potential for oxidation of alcohols and simple arenes.

Cited by 20 publications

References 75 publications

Mononuclear/Binuclear [V^IVO]/[V^VO₂] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer

Mononuclear/Binuclear [V^IVO]/[V^VO₂] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer

Cagelike Manganesesilsesquioxane Complexes: Synthesis via an Acetone Approach, Structure, and Catalytic Activity for Toluene Oxidation

Metal incorporated aminothiazole-derived compounds: synthesis, density function theory analysis,in vitroantibacterial and antioxidant evaluation

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New thiosemicarbazide and dithiocarbazate based oxidovanadium(iv) and dioxidovanadium(v) complexes. Reactivity and catalytic potential

Abstract: The new thiosemicarbazide and dithiocarbazate based vanadium complexes show remarkable catalytic potential for oxidation of alcohols and simple arenes.

Cited by 20 publications

References 75 publications

Mononuclear/Binuclear [VIVO]/[VVO2] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer

Mononuclear/Binuclear [VIVO]/[VVO2] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer

Cagelike Manganesesilsesquioxane Complexes: Synthesis via an Acetone Approach, Structure, and Catalytic Activity for Toluene Oxidation

Metal incorporated aminothiazole-derived compounds: synthesis, density function theory analysis,in vitroantibacterial and antioxidant evaluation

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Mononuclear/Binuclear [V^IVO]/[V^VO₂] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer

Mononuclear/Binuclear [V^IVO]/[V^VO₂] Complexes Derived from 1,3-Diaminoguanidine and Their Catalytic Application for the Oxidation of Benzoin via Oxygen Atom Transfer