Reactivity and Catalytic Activity of Homobimetallic Vanadium(V) Complex Derived from Bis(5‐chlorosalicylaldehyde)oxaloyldihydrazone Ligand

Syiemlieh, Ibanphylla; Asthana, Mrityunjaya; Lal, Ram A.

doi:10.1002/aoc.4984

Cited by 10 publications

(2 citation statements)

References 148 publications

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“…56 The enolate form of hydrazone ligands coordinated to dioxidovanadium(V) is common in the literature. [57][58][59] Thus, C1-C5 feature doubly deprotonated ligands with a tridentate chelating profile of the O,N,O type, involving phenolate oxygen, imine nitrogen, and enolate oxygen as coordination sites. These are all coordinated in an equatorial plane relative to the metallic center.…”

Section: Resultsmentioning

confidence: 99%

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Vanadium(v) complexes derived from triphenylphosphonium and hydrazides: cytotoxicity evaluation and interaction with biomolecules

Martins,

Iglesias,

Chaves

et al. 2024

Dalton Trans.

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Section: Resultsmentioning

confidence: 99%

“…56 The enolate form of hydrazone ligands coordinated to dioxidovanadium( v ) is common in the literature. 57–59…”

Section: Resultsmentioning

confidence: 99%

Vanadium(v) complexes derived from triphenylphosphonium and hydrazides: cytotoxicity evaluation and interaction with biomolecules

Martins,

Iglesias,

Chaves

et al. 2024

Dalton Trans.

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Synthesis and characterization of dimeric μ‐oxidovanadium complexes as the functional model of vanadium bromoperoxidase

Maurya

Mahato

Chaudhary

et al. 2020

Applied Organom Chemis

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Two vanadium (IV) complexes [VIVO(Haeae‐sal)(MeOH)]+ (1) and [VIVO(Haeae‐hyap)(MeOH)]+ (2) were prepared by reacting [VO(acac)2] with ligands [H2aeae‐sal] (I) and [H2aeae‐hyap] (II) respectively. Condensation of 2‐(2‐aminoethylamino)ethanol with salicylaldehyde and 2‐hydroxyacetophenone produces the ligands (I) and (II) respectively. Both vanadium complexes 1 and 2 are sensitive towards aerial oxygen in solution and rapidly convert into vanadium(V) dioxido species. Vanadium(V) dioxido species crystalizes as the dimeric form in the solid‐state. Single‐crystal XRD analysis suggests octahedral geometry around each vanadium center in the solid‐state. To access the benefits of heterogeneous catalysis, vanadium(V) dioxido complexes were anchored into the polymeric chain of chloromethylated polystyrene. All the synthesized neat and supported vanadium complexes have been studied by a number of techniques to confirm their structural and functional properties. Bromoperoxidase activity of the synthesized vanadium(V) dioxido complexes 3 and 4 was examined by carrying out oxidative bromination of salicylaldehyde and oxidation of thioanisole. In the presence of hydrogen peroxide, 3 shows 94.4% conversion (TOF value of 2.739 × 102 h−1) and 4 exhibits 79.0% conversion (TOF value of 2.403 × 102 h−1) for the oxidative bromination of salicylaldehyde where 5‐bromosalicylaldehyde appears as the major product. Catalysts 3 and 4 also efficiently catalyze the oxidation of thioanisole in the presence of hydrogen peroxide where sulfoxide is observed as the major product. Covalent attachment of neat catalysts 3 and 4 into the polymer chain enhances substrate conversion (%) and their catalytic efficiency increases many folds, both in the oxidative bromination and oxidation of thioether. Polymer supported catalysts 5 displayed 98.8% conversion with a TOF value of 1.127 × 104 h−1 whereas catalyst 6 showed 95.7% conversion with a TOF value of 4.675 × 103 h−1 for the oxidative bromination of salicylaldehyde. These TOF values are the highest among the supported vanadium catalysts available in the literature for the oxidative bromination of salicylaldehyde.

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Investigation of the substituent effects on the oxidation of styrene derivatives by silica‐supported heterogeneous oxidovanadium(V) coordination compound

Heydari

Bikas

Shaterian

et al. 2022

Applied Organom Chemis

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Vanadium coordination compounds, [VO2L]·(CH3OH) (1a and 1b), were prepared from the reaction of tridentate hydrazone ligand, [HL=(E)‐4‐amino‐N′‐(1‐(pyridin‐2‐ylethylidene)benzohydrazide] with NH4VO3 and V2O5, respectively. These compounds were characterized by various analytical methods, and the structures of 1a and 1b were determined by single crystal X‐ray analysis which indicated that they have the same composition but crystallized in different unit cells and can be considered as polymorphs. The silica‐supported catalyst (Si‐VO2L) was obtained by immobilization of 1 on the surface of silica using propionyl chloride‐functionalized silica gel. Si‐VO2L was characterized by thermal gravimetric analysis (TGA), energy‐dispersive X‐ray spectroscopy (EDX), Fourier‐transform infrared (FT‐IR) spectroscopy, diffuse‐reflectance spectroscopy (DRS), X‐ray photoelectron spectroscopy (XPS), scanning electron microscopy (SEM), and X‐ray diffraction analysis (XRD) and was employed as heterogeneous catalyst in the oxidation of styrene derivatives, and aqueous H2O2 was used as the green oxidant. Si‐VO2L was recovered several times, and characterized by various analytical methods. The results indicated its high stability. The effects of parameters such as temperature, the ratio of reagents, and nature of solvent on selectivity and activity of Si‐VO2L were investigated. The results indicated that both of the steric and electronic effects of the substituents on the phenyl ring of styrene can affect the selectivity and activity of the products. Electron withdrawing groups decrease the activity of the substrate and electron donating groups increase the activity.

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Reactivity and Catalytic Activity of Homobimetallic Vanadium(V) Complex Derived from Bis(5‐chlorosalicylaldehyde)oxaloyldihydrazone Ligand

Cited by 10 publications

References 148 publications

Vanadium(v) complexes derived from triphenylphosphonium and hydrazides: cytotoxicity evaluation and interaction with biomolecules

Vanadium(v) complexes derived from triphenylphosphonium and hydrazides: cytotoxicity evaluation and interaction with biomolecules

Synthesis and characterization of dimeric μ‐oxidovanadium complexes as the functional model of vanadium bromoperoxidase

Investigation of the substituent effects on the oxidation of styrene derivatives by silica‐supported heterogeneous oxidovanadium(V) coordination compound

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