Synthesis, crystal structure, spectral and magnetic studies and catecholase activity of copper(II) complexes with di- and tri-podal ligands

Bhardwaj, Vimal K.; Aliaga‐Alcalde, Núria; Corbella, Montserrat; Hundal, Geeta

doi:10.1016/j.ica.2009.09.041

Cited by 83 publications

(34 citation statements)

References 77 publications

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“…The obtained value for the kinetic parameter is significantly higher than those reported for other dinuclear Cu II compounds containing acetate ligands, as well as for other copper(II) compounds . However, our k cat value is much lower than that found, for example, for the cationic compound [Cu 2 (H 2 L)(OH)(H 2 O)(NO 3 )](NO 3 ) 3 [L=2,6‐bis( N ‐ethylpiperazineiminomethyl)‐4‐methylphenolato], for which k cat was 540 min −1 , but the catalytic efficiency of this catalyst is shorter (2.35×10 5 m −1 min −1 ) than that observed for 1 (see above).…”

Section: Resultscontrasting

confidence: 77%

“…Such an enzyme has the ability to catalyze the oxidation of ortho ‐phenols to the appropriate ortho ‐quinones by molecular oxygen . The catecholase activity of various mono‐ and dicopper compounds, as well as that of copper clusters with different structural topologies, has been widely explored …”

Section: Introductionmentioning

confidence: 99%

“…[47][48][49] The catecholase activity of variousm ono-and dicopper compounds, as well as that of copperc lusters with differents tructural topologies, has been widely explored. [48][49][50][51][52][53][54][55][56][57][58][59] In this work, we aimed to pursue our interestsi nt he coordination chemistry of PTAa nd its derivatives, [5-10, 13, 25, 27, 60-63] chaining the aforementioned lines towards the following: 1) the synthesis and characterization of hydrosoluble transition-metal complexesc ontaining DAPTAo rD APTA = O, the coordination chemistry of which is virtually unexplored;2 )the understanding of the experimental conditions for the oxidation of DAPTAtoD APTA = O; 3) the study of the catalytic properties of the obtained copper(II) complex, [Cu II (m-CH 3 COO) 2 (kO-DAPTA = O)] 2 (1), towards the nitroaldol (Henry) reactiona nd the oxidation of alcohols in water as ar eactionm edium;4 )the study of the biomimetic behavior of this copperc omplex towards catechol oxidation.…”

Section: Introductionmentioning

confidence: 99%

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Copper(II) and Sodium(I) Complexes based on 3,7‐Diacetyl‐1,3,7‐triaza‐5‐phosphabicyclo[3.3.1]nonane‐5‐oxide: Synthesis, Characterization, and Catalytic Activity

Mahmoud

Silva

Śliwa

et al. 2018

Chemistry An Asian Journal

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The reaction of 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane (DAPTA) with metal salts of Cu or Na /Ni under mild conditions led to the oxidized phosphane derivative 3,7-diacetyl-1,3,7-triaza-5-phosphabicyclo[3.3.1]nonane-5-oxide (DAPTA=O) and to the first examples of metal complexes based on the DAPTA=O ligand, that is, [Cu (μ-CH COO) (κO-DAPTA=O)] (1) and [Na(1κOO';2κO-DAPTA=O)(MeOH)] (BPh ) (2). The catalytic activity of 1 was tested in the Henry reaction and for the aerobic 2,2,6,6-tetramethylpiperidin-1-oxyl (TEMPO)-mediated oxidation of benzyl alcohol. Compound 1 was also evaluated as a model system for the catechol oxidase enzyme by using 3,5-di-tert-butylcatechol as the substrate. The kinetic data fitted the Michaelis-Menten equation and enabled the obtainment of a rate constant for the catalytic reaction; this rate constant is among the highest obtained for this substrate with the use of dinuclear Cu complexes. DFT calculations discarded a bridging mode binding type of the substrate and suggested a mixed-valence Cu /Cu complex intermediate, in which the spin electron density is mostly concentrated at one of the Cu atoms and at the organic ligand.

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Section: Resultscontrasting

confidence: 77%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Copper(II) and Sodium(I) Complexes based on 3,7‐Diacetyl‐1,3,7‐triaza‐5‐phosphabicyclo[3.3.1]nonane‐5‐oxide: Synthesis, Characterization, and Catalytic Activity

Mahmoud

Silva

Śliwa

et al. 2018

Chemistry An Asian Journal

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“…k cat = 2.06 ± 0.09 h -1 ) is observed in methanol compared to 1.51 ± 0.08 h -1 observed in DMF.These values are rather low compared to those for Cu(II) in the literature. [20][21] 1.51 ± 0.08…”

Section: Resultsmentioning

confidence: 99%

Kinetic study of the Catecholase activities of a tetranuclearCu(I) complex in different Solvents

2018

IJCTR

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:The structure of [Cu 4 (μ 3 -Cl) 4 (PPh 3 ) 4 (1) reveals a four coordinate system around the metal ions and1 behaves as an effective catalyst towards the oxidation of 3,5-di-tertbutylcatechol in methanol and DMF to the corresponding quinone in the presence of oxygen. The reaction follows Michaelis-Menten enzymatic reaction kinetics with turnover numbers (Kcat), 2.06 and 1.51 h -1 in methanol and DMF respectively.

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“…The resulting catalytic properties were shown to be enhanced when the asymmetry was created. The properties of mono and binuclear Cu (II) complexes have also been compared [17,18] and the rate for the catalysis of catechol was shown to be ligand-dependent. We wish to report herein the synthesis of two new designed ligands and the comparative reactivity of their respective complexes synthesized in situ toward catechol, in order to mimic the activity of the copper-containing enzyme tyrosinase.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Characterization, and Catechol Oxidase Activity of Cu (II) Complexes Derived From New Imidazolidine Derivatized Ligands

2016

IJACEBS

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Abstract-The synthesis and full characterization of two imidazolidine derivatives and their copper complexes are described. The corresponding copper complexes generated in situ were found to be suitable catalysts for the oxidation of catechol substrate to quinone with the dioxygen specie at ambient conditions, thus mimicking the role of catechol oxidases. The complexes catalyzed the oxidation reaction with a rate varying from 1.03 μ mol L−1 min−1 for the H5L2 [Cu(CH3CO2)2] complex to 0.3 μ mol L−1 min−1 for H5L1 [CuCl2]. Finally, a theoretical study was achieved using the functional density theory (DFT), and stressing on the global and local nucleophilicity indexes.

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Synthesis, crystal structure, spectral and magnetic studies and catecholase activity of copper(II) complexes with di- and tri-podal ligands

Cited by 83 publications

References 77 publications

Copper(II) and Sodium(I) Complexes based on 3,7‐Diacetyl‐1,3,7‐triaza‐5‐phosphabicyclo[3.3.1]nonane‐5‐oxide: Synthesis, Characterization, and Catalytic Activity

Copper(II) and Sodium(I) Complexes based on 3,7‐Diacetyl‐1,3,7‐triaza‐5‐phosphabicyclo[3.3.1]nonane‐5‐oxide: Synthesis, Characterization, and Catalytic Activity

Kinetic study of the Catecholase activities of a tetranuclearCu(I) complex in different Solvents

Synthesis, Characterization, and Catechol Oxidase Activity of Cu (II) Complexes Derived From New Imidazolidine Derivatized Ligands

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