Study of the catecholase catalytic properties of copper (II) complexes prepared in-situ with monodentate ligands

Titi, Abderrahim; Al-Noaimi, Mousa; Kaddouri, Yassine; Ati, R. El; Yousfi, El Bekkaye; Kodadi, Mohamed El; Touzani, Rachid

doi:10.1016/j.matpr.2019.04.081

Cited by 10 publications

(7 citation statements)

References 31 publications

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“…This is attributed to the slight increase in acidity presented by the meta -substituted phenylboronic acids, since, through the mesomeric and inductive effects exerted by the substituents, the hydroxyborate anion (electrophile) is stabilized in comparison with the para -substituted acids [ 67 ]. As a consequence, the increased acidity can lead to the formation of undesired products such as phenols, and the oxidation of the aromatic system can lead to quinones [ 68 , 69 , 70 ] and protodeboronations [ 71 ].…”

Section: Resultsmentioning

confidence: 99%

N-Arylation of 3-Formylquinolin-2(1H)-ones Using Copper(II)-Catalyzed Chan–Lam Coupling

et al. 2022

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3-formyl-2-quinolones have attracted the scientific community’s attention because they are used as versatile building blocks in the synthesis of more complex compounds showing different and attractive biological activities. Using copper-catalyzed Chan–Lam coupling, we synthesized 32 new N-aryl-3-formyl-2-quinolone derivatives at 80 °C, in air and using inexpensive phenylboronic acids as arylating agents. 3-formyl-2-quinolones and substituted 3-formyl-2-quinolones can act as substrates, and among the products, the p-methyl derivative 9a was used as a substrate to obtain different derivatives such as alcohol, amine, nitrile, and chalcone.

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Section: Resultsmentioning

confidence: 99%

N-Arylation of 3-Formylquinolin-2(1H)-ones Using Copper(II)-Catalyzed Chan–Lam Coupling

et al. 2022

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“…The oxidation rates of the cluster using several concentrations of 3,5-DBT find to be suited to the Michaelis–Menten plot ( Figure 9 a), which was linearized to Lineweaver–Burk plot ( Figure 9 b), in order to figure out the Vmax, KM and Kcat kinetic parameters. The kinetic parameter values were compared to similar catalytic processes [ 48 , 49 , 50 , 51 , 52 , 53 , 54 ]. In general, the cluster catalyst results were excellent compared to other complexes, where many factors like solvents, substrate and complex nature control the ability of catalysts [ 2 , 20 , 51 ].…”

Section: Resultsmentioning

confidence: 99%

“…The kinetic parameter values were compared to similar catalytic processes [48][49][50][51][52][53][54]. In general, the cluster catalyst results were excellent compared to other complexes, where many factors like solvents, substrate and complex nature control the ability of catalysts [2,20,51]. In Figure 8a, the absorptions of 3,5-DTBQ product at λ max~4 00 nm were gradually raised by time only with the presence of the cluster catalyst.…”

Section: Cluster Oxidation Potential Toward Catecholase Of Catecholmentioning

confidence: 99%

Synthesis of Novel Tetra(µ3-Methoxo) Bridged with [Cu(II)-O-Cd(II)] Double-Open-Cubane Cluster: XRD/HSA-Interactions, Spectral and Oxidizing Properties

Titi

Messali

Touzani

et al. 2020

IJMS

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A new double-open-cubane core Cd(II)-O-Cu(II) bimetallic ligand mixed cluster of type [Cl2Cu4Cd2(NNO)6(NN)2(NO3)2].CH3CN was made available in EtOH/CH3CN solution. The 1-hydroxymethyl-3,5-dimethylpyrazole (NNOH) and 3,5-dimethylpyrazole (NNH) act as N,O-polydentate anion ligands in coordinating the Cu(II) and Cd(II) centers. The structure of the cluster in the solid state was proved by XRD study and confirmed in the liquid state by UV-vis analysis. The XRD result supported the construction of two octahedral and one square pyramid geometries types around the four Cu(II) centers and only octahedral geometry around Cd(II) two centers. Interestingly, NNOH ligand acts as a tetra-µ3-oxo and tri-µ2-oxo ligand; meanwhile, the N-N in NNH acts as classical bidentate anion/neutral ligands. The interactions in the lattice were detected experimentally by the XRD-packing result and computed via Hirschfeld surface analysis (HSA). The UV-vis., FT-IR and Energy Dispersive X-ray (EDX), supported the desired double-open cubane cluster composition. The oxidation potential of the desired cluster was evaluated using a 3,5-DTB-catechol 3,5-DTB-quinone as a catecholase model reaction.

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“…The complexation chemistry of pyrazole-based ligands has attracted significant attention due to their high potential for use with all transition metal ions [13][14]. Hybrid materials have acquired significant importance not only because of their structural diversity but also because of their multiple properties which can be exploited in a wide range of applications such as catalysis [15][16][17][18][19], optics [20], magnetic cooling [21], separation [22], dye adsorption [23], photo-luminescence [24], or for their anti-cancer [25], antimicrobial [26], fungicidal [27], anti-inflammatory [28], antiviral [29] and anti-oxidant behavior [30,31].…”

Section: Introductionmentioning

confidence: 99%

“…Recently, we have been working on the preparation of several types of pyrazole derivatives. The structures, spectral, physicochemical, catalytic and biological properties of the specific polychelate pyrazole coordinated to nickel, copper and cobalt transition metal ions have been clarified [15][16][17][18][19].…”

Section: Introductionmentioning

confidence: 99%

A new mixed pyrazole-diamine/Ni(II) complex, Crystal structure, physicochemical, thermal and antibacterial investigation

Titi

Almutairi

Touzani

et al. 2021

Journal of Molecular Structure

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The new mixed complex {[2Ni(L1) 2 .2Ni(L1)(L2)].2(NO 3 ) 4 .2H 2 O} was obtained from a mixture, under aerobic conditions, of a solution of Ni(NO 3 ) 2 ,6H 2 O and the two diamine pyrazolic ligands L1, N1-((3,5-dimethyl-1H-pyrazol-1-yl)methyl)propane-1,2-diamine, and L2, N2-((3,5-dimethyl-1H-pyrazol-1-yl)-methyl)propane-1,2-diamine. Obtained in very good yield, this complex was identified and characterized by FT-IR, EDX, ultraviolet-visible spectroscopies and single-crystal X-ray diffraction (XRD). The structural peculiarity is that two isomeric forms of molecules C 18 H 36 N 8 Ni have co-crystallized with H 2 O and NO 3 molecular units. The triclinic structure of P1 symmetry is stabilized by the numerous hydrogen bonds that occur in the crystal lattice. The thermal behavior of this Ni(II) complex was studied in an open atmosphere via TG/DTG. The L1, L2 ligands and the Ni(II) complex were evaluated for their antibacterial activity against a series of Gram-negative and Grampositive bacteria.

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Study of the catecholase catalytic properties of copper (II) complexes prepared in-situ with monodentate ligands

Cited by 10 publications

References 31 publications

N-Arylation of 3-Formylquinolin-2(1H)-ones Using Copper(II)-Catalyzed Chan–Lam Coupling

N-Arylation of 3-Formylquinolin-2(1H)-ones Using Copper(II)-Catalyzed Chan–Lam Coupling

Synthesis of Novel Tetra(µ3-Methoxo) Bridged with [Cu(II)-O-Cd(II)] Double-Open-Cubane Cluster: XRD/HSA-Interactions, Spectral and Oxidizing Properties

A new mixed pyrazole-diamine/Ni(II) complex, Crystal structure, physicochemical, thermal and antibacterial investigation

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