Chiral cis-dioxidomolybdenum(VI) complexes with Schiff bases possessing two alkoxide groups: Synthesis, structure, spectroscopic studies and their catalytic activity in sulfoxidation and epoxidation

Karman, Marta; Wera, Michał; Romanowski, Grzegorz

doi:10.1016/j.poly.2020.114653

Cited by 12 publications

(4 citation statements)

References 43 publications

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“…Dioxomolybdenum complexes have widely been utilized as catalysts in various organic transformations, especially in oxidation reactions [52]. The catalytic activity of the prepared Mo complexes was studied in the selective sulfoxidation of several aryl and alkyl sulfides.…”

Section: Catalytic Oxidation Resultsmentioning

confidence: 99%

Molybdenum(VI) complexes with tridentate Schiff base ligands derived from isoniazid as catalysts for the oxidation of sulfides: synthesis, X-ray crystal structure determination and spectral characterization

Kargar¹

2021

J IRAN CHEM SOC

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Two new complexes, including [MoO 2 (L 1 )(CH 3 OH)] and [MoO 2 (L 2 )(CH 3 OH)], with tridentate ONO-donor Schiff base ligands (H 2 L 1 : (E)-N'-(2-hydroxy-3-methoxybenzylidene)isonicotinohydrazide and H 2 L 2 : (E)-N'-(5-chloro-2-hydroxybenzylidene)isonicotinohydrazide) have been synthesized and characterized spectroscopically through FT-IR and 1 H-NMR and by elemental analyses. Their solid-state structures were also confirmed by single-crystal X-ray diffraction (SC-XRD) technique. These tridentate Schiff base ligands coordinated to the metal ion via phenolate oxygen, imine nitrogen and enolic oxygen atoms. In the complexes, the molybdenum center adapts a slightly distorted octahedral geometry, by using three O,N,O-donor atoms of the tridentate ligands, methanol and an oxo group employing the axial positions, while another oxo group makes the equatorial plane. Moreover, the complexes were utilized in oxidizing the different sulfides as an efficient homogeneous catalyst in the presence of tert-butyl hydroperoxide (TBHP) as an oxidizing agent in 1,2-dichloroethane (DCE) as a solvent under refluxed conditions. This method has numerous ascendancies such as high yield, short reaction time and excellent selectivity to produce corresponding sulfoxides without overoxidation to sulfones.

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Section: Catalytic Oxidation Resultsmentioning

confidence: 99%

Molybdenum(VI) complexes with tridentate Schiff base ligands derived from isoniazid as catalysts for the oxidation of sulfides: synthesis, X-ray crystal structure determination and spectral characterization

Kargar¹

2021

J IRAN CHEM SOC

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“…Oxygen atom transfer to and from sulfur atoms has been reported using a variety of terminal oxygen donors and acceptors and will not be discussed here. 23–45…”

Section: Discussionmentioning

confidence: 99%

Reactivity of metal dioxo complexes

Canote,

Kilyanek

2024

Dalton Trans.

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“…4 ] have been studied to establish their cytotoxic and cytoprotective abilities on the hippocampal neuronal cell line HT-22. Moreover, for comparison, the cis-dioxidomolybdenum(VI) Schiff base complexes derived from the same chiral tetradentate amino alcohols [50], i.e., [(+)MoO 2 (HL 1 )(CH 3 OH)] and [(+)MoO 2 (HL 3 )], were also used in this study.…”

Section: Catalytic Oxidation Studiesmentioning

confidence: 99%

Oxidovanadium(V) Schiff Base Complexes Derived from Chiral 3-amino-1,2-propanediol Enantiomers: Synthesis, Spectroscopic Studies, Catalytic and Biological Activity

Romanowski,

Budka,

Inkielewicz-Stepniak

2024

IJMS

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Oxidovanadium(V) complexes, [(+)VOL1-5] and [(–)VOL1-5], with chiral tetradentate Schiff bases, which are products of monocondensation of S(‒)-3-amino-1,2-propanediol or R(+)-3-amino-1,2-propanediol with salicylaldehyde derivatives, have been synthesized. Different spectroscopic methods, viz. 1H and 51V NMR, IR, UV-Vis, and circular dichroism, as well as elemental analysis, have been used for their detailed characterization. Furthermore, the epoxidation of styrene, cyclohexene, and two monoterpenes, S(‒)-limonene and (‒)-α-pinene, using two oxidants, aqueous 30% H2O2 or tert-butyl hydroperoxide (TBHP) in decane, has been studied with catalytic amounts of all complexes. Finally, biological cytotoxicity studies have also been performed with these oxidovanadium(V) compounds for comparison with cis-dioxidomolybdenum(VI) Schiff base complexes with the same chiral ligands, as well as to determine the cytoprotection against the oxidative damage caused by 30% H2O2 in the HT-22 hippocampal neuronal cells in the range of their 10–100 μM concentration.

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Chiral cis-dioxidomolybdenum(VI) complexes with Schiff bases possessing two alkoxide groups: Synthesis, structure, spectroscopic studies and their catalytic activity in sulfoxidation and epoxidation

Cited by 12 publications

References 43 publications

Molybdenum(VI) complexes with tridentate Schiff base ligands derived from isoniazid as catalysts for the oxidation of sulfides: synthesis, X-ray crystal structure determination and spectral characterization

Molybdenum(VI) complexes with tridentate Schiff base ligands derived from isoniazid as catalysts for the oxidation of sulfides: synthesis, X-ray crystal structure determination and spectral characterization

Reactivity of metal dioxo complexes

Oxidovanadium(V) Schiff Base Complexes Derived from Chiral 3-amino-1,2-propanediol Enantiomers: Synthesis, Spectroscopic Studies, Catalytic and Biological Activity

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