Homogeneous oxidative coupling catalysts. mechanism of conversion of 2,6-dimethylphenol [dmp] to 3,3',5,5'-tetramethyl-4,4'-diphenoquinone [DPQ] by [(Pip)nCuX]4O2 (n = 1 or 2, Pip = piperidine, X = Cl, Br or I) in aprotic media

doi:10.1016/J.ICA.2006.04.048

Paper

Homogeneous oxidative coupling catalysts. mechanism of conversion of 2,6-dimethylphenol [dmp] to 3,3',5,5'-tetramethyl-4,4'-diphenoquinone [DPQ] by [(Pip)nCuX]4O2 (n = 1 or 2, Pip = piperidine, X = Cl, Br or I) in aprotic media

Published Oct 1, 2006 · M. El-Sayed, H. El-Wakil, T. Kassem

Inorganica Chimica Acta

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Abstract

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Homogenous oxidative coupling catalysts can efficiently convert 2,6-dimethylphenol to 3,3',5,5'-tetramethyl-4,4'-diphenoquinone in aprotic media, with copper(II) reduction acting as a rate-determining step.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

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Paper

Homogeneous oxidative coupling catalysts. mechanism of conversion of 2,6-dimethylphenol [dmp] to 3,3',5,5'-tetramethyl-4,4'-diphenoquinone [DPQ] by [(Pip)nCuX]4O2 (n = 1 or 2, Pip = piperidine, X = Cl, Br or I) in aprotic media

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References

Homogeneous oxidative coupling catalysts: stoichiometry and characterization of the first stable oxotetranuclear solids [(Pip)nCuX]4O2 (n=1 or 2, Pip=piperidine, X=Cl, Br, I)

Stable oxotetranuclear solids [(Pip)nCuX]4O2 act as homogeneous oxidative coupling catalysts for phenols, mimicking tyrosinase copper protein and showing potential for phenol-based biocatalysis.

A dinuclear copper(II) macrocyclic pyrazole compound catalyses the oxidative polymerisation of 2,6-dimethylphenol

The dinuclear copper(II) macrocyclic pyrazole compound catalyzes the oxidative polymerisation of 2,6-dimethylphenol, leading to the production of polyphenylene ether through the intermediate formation of a phenoxonium cation.

Synthesis and catalytic activities of copper(II) complexes derived from a tridentate pyrazole-containing ligand. X-ray crystal structure of [Cu2(μ-dpzhp-O,N,N′)2][Cu(MeOH)Cl3]2

Copper(II) complexes derived from the tridentate ligand Hdpzhp show high catalytic activity and selectivity in oxidative coupling of 2,6-dimethylphenol, with strong antiferromagnetic properties.

Stoichiometry, product and kinetics of catalytic oxidation of 2,6–dimethylphenol by bromo(N,N′- diethylethylenediamine)copper complexes in methylene chloride

Copper-catalyzed phenolic oxidative coupling rates are influenced by the ability of phenolatocopper complexes to accept protons from coordinated phenolate, with oxocopper(II) complex (3) being the fastest.

Polymerization by oxidative coupling: Discovery and commercialization of PPO® and Noryl® resins

Oxidative polymerization, which led to the commercial development of PPO® and Noryl® resins, has a wide scope and can be applied to various polymers and polymer-based materials.

Citations

Kinetics of Oxidation of 2,6-Dimethylphenol (DMP) Using Novel μ-Carbonato [(Pip)4nCu4X4(CO3)2] Complexes

Novel oxidative coupling complexes [(Pip)4nCu4X4(CO3)2] catalyze the oxidation of 2,6-dimethylphenol to produce 3,3',5,5'-tetra-methyl-4,4'-diphenoquinone (DP

Manganese(III) porphyrin supported onto multi-walled carbon nanotubes for heterogeneous oxidation of synthetic textile dyes and 2,6-dimethylphenol by tert-butyl hydroperoxide

Manganese porphyrin supported onto multi-walled carbon nanotubes effectively oxidizes synthetic textile dyes and 2,6-dimethylphenol at ambient temperature, with excellent selectivity for quinone (86%).

Synthesis, characterization, and polyphenol oxidase activity of CuII, MnII, and FeIII complexes with a N2O2 ligand

The redox potential of the metal center is critical for catalytic activity in metal complexes for phenolic degradation, with complex 3 showing the highest catechol oxidase and tyrosinase-like activity.

Homogeneous oxidative coupling catalysts: stoichiometry and product characterization of the oxidation of copper(I) complexes [(Pyr) n CuX]4 ( n = 1 or 2, Pyr = pyrrolidine, X = Cl, Br or I) by dioxygen in aprotic media

Copper(I) complexes [(Pyr) n CuX]4O2 are homogeneous oxidative coupling catalysts for phenols, mimicking the tyrosinase copper protein and showing lower molar absorptivity than expected.