Tuning the catecholase activity of bis(pyrazolyl)methane-based copper(II) complexes by substitutions of the ligand core: unraveling a dual O2/H2O2 oxidation mechanism

Jayaweera, Nuwanthaka P.; Hall, Ashley E.; Wilson, Ashton A.; Konkle, Mary E.; Wheeler, Kraig A.; Semeniuc, Radu F.

doi:10.1016/j.ica.2020.119507

Cited by 6 publications

(2 citation statements)

References 69 publications

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“…Because the complexes have a copper ion and two additional chlorides to the ligand, these result in a greater mass, thus changing the energy at which the vibration is. In addition, the strength of the bonds is also altered after coordination to the metallic center, under the influence of the donation of electrons performed, changing the strength of the other bonds, being one of the causes of the shift of the bands in the IR 26–28 …”

Section: Resultsmentioning

confidence: 99%

“…In addition, the strength of the bonds is also altered after coordination to the metallic center, under the influence of the donation of electrons performed, changing the strength of the other bonds, being one of the causes of the shift of the bands in the IR. [26][27][28] A band around 3300 cm À1 is present in all the spectra of the ligands L1-L3, associated with secondary amine (N H) stretching, and is also present in the complexes spectra. All the spectra for the complexes 1-3 have similar profiles due to the similarity in the coordinating environment around the metal.…”

Section: Spectroscopic Characterizationmentioning

confidence: 99%

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Hydrolysis of phosphate diester catalyzed by new mononuclear copper(II) complexes containing selenium ligands

Duarte,

Durigon,

Braga

et al. 2023

J of Physical Organic Chem

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Three new copper(II) mononuclear complexes containing different organoselenium groups (1–3) were synthesized and characterized by the following techniques: elemental analysis, IR and UV‐Vis spectroscopies, electrochemical and conductimetric analysis, and mass spectrometry. Three new complexes, with substituents made in the para position of the aromatic portion of the N,N‐bis(2‐(phenylselanyl)ethyl)amine ligand: p‐OCH3 (1), p‐CH3 (2), and p‐Cl (3), were synthetized to compare with the already published complex (4), with no substituents. The ligand coordinates to the copper(II) center in a tridentate way with Se, N, Se as donor atoms. The hydrolytic activity in phosphate diester cleavage of the complexes was investigated using 2,4‐BDNPP as substrate. The modifications in the ligand are reflected in the difference between the catalytic and activation parameters, where the kcat values follow the order: 4 > 2 > 3 > 1.

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Section: Resultsmentioning

confidence: 99%

Section: Spectroscopic Characterizationmentioning

confidence: 99%

Hydrolysis of phosphate diester catalyzed by new mononuclear copper(II) complexes containing selenium ligands

Duarte,

Durigon,

Braga

et al. 2023

J of Physical Organic Chem

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Liquid‐phase oxidation of olefins with rare hydronium ion salt of dinuclear dioxido‐vanadium(V) complexes and comparative catalytic studies with analogous copper complexes

Maurya

Haldar

2021

Applied Organom Chemis

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Homogeneous liquid-phase oxidation of a number of aromatic and aliphatic olefins was examined using dinuclear anionic vanadium dioxido complexes [(VO 2 ) 2 ( sal LH)] − (1) and [(VO 2 ) 2 ( Nsal LH)] − (2) and dinuclear copper complexes [(CuCl) 2 ( sal LH)] − (3) and [(CuCl) 2 ( Nsal LH)] − (4) (reaction of carbohydrazide with salicylaldehyde and 4-diethylamino salicylaldehyde afforded Schiff-base ligands [ sal LH 4 ] and [ Nsal LH 4 ], respectively). Anionic vanadium and copper complexes 1, 2, 3, and 4 were isolated in the form of their hydronium ion salt, which is rare. The molecular structure of the hydronium ion salt of anionic dinuclear vanadium dioxido complex [(VO 2 ) 2 ( sal LH)] − (1) was established through single-crystal X-ray analysis. The chemical and structural properties were studied using Fourier transform infrared (FT-IR), ultraviolet-visible (UV-Vis), 1 H and 13 C nuclear magnetic resonance (NMR), electrospray ionization mass spectrometry (ESI-MS), electron paramagnetic resonance (EPR) spectroscopy, and thermogravimetric analysis (TGA). In the presence of hydrogen peroxide, both dinuclear vanadium dioxido complexes were applied for the oxidation of a series of aromatic and aliphatic alkenes. High catalytic activity and efficiency were achieved using catalysts 1 and 2 in the oxidation of olefins. Alkenes with electron-donating groups make the oxidation processes easy. Thus, in general, aromatic olefins show better substrate conversion in comparison to the aliphatic olefins. Under optimized reaction conditions, both copper catalysts 3 and 4 fail to compete with the activity shown by their vanadium counterparts. Irrespective of olefins, metal (vanadium or copper) complexes of the ligand [ sal LH 4 ] (I) show better substrate conversion(%) compared with the metal complexes of the ligand [ Nsal LH 4 ] (II).

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Spectroscopic and electrochemical study of biomimetic catecholase and phenoxazinone synthase activities of in situ complexes bearing pyrazolic ligands

Boutaybi¹,

Mouadili

Oussaid³

et al. 2023

J IRAN CHEM SOC

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Tuning the catecholase activity of bis(pyrazolyl)methane-based copper(II) complexes by substitutions of the ligand core: unraveling a dual O2/H2O2 oxidation mechanism

Cited by 6 publications

References 69 publications

Hydrolysis of phosphate diester catalyzed by new mononuclear copper(II) complexes containing selenium ligands

Hydrolysis of phosphate diester catalyzed by new mononuclear copper(II) complexes containing selenium ligands

Liquid‐phase oxidation of olefins with rare hydronium ion salt of dinuclear dioxido‐vanadium(V) complexes and comparative catalytic studies with analogous copper complexes

Spectroscopic and electrochemical study of biomimetic catecholase and phenoxazinone synthase activities of in situ complexes bearing pyrazolic ligands

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