5,10,15,20-Tetrakis-(4-sulfonatophenyl)porphyrinatocobalt(II) supported on ion exchange resin as reusable and effective catalyst for the oxidative coupling of 2-aminophenol to 2-aminophenoxazine-3-one

Hassanein, M.; El-Khalafy, Sahar H.; Shendy, S.

doi:10.1016/j.catcom.2013.06.003

Cited by 6 publications

(2 citation statements)

References 27 publications

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“…Hassanein and co-workers 147 prepared heterogenized catalyst 47Co (Figure 8) by ionic linking of meso-(4sulfonatophenyl)porphyrinate cobalt(II) on Amberlite ionexchange resin. The authors used the catalyst 47Co for the biomimetic auto-oxidative coupling of 2-aminophenol to produce 2-aminophenoxazin-3-one, using O 2 pressure of 0.1 MPa in a CH 3 OH/water solution (5% v/v) (Scheme 31).…”

Section: Homogeneous Versus Heterogeneous Oxidation Reactions Catalyz...mentioning

confidence: 99%

Metalloporphyrins: Bioinspired Oxidation Catalysts

2018

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The utilization of metalloporphyrins as bioinspired oxidation catalysts is an evolving topic of research. By understanding the cytochrome P-450 mechanism of action, chemists have been able to successfully mimic several types of oxidation reactions using metalloporphyrins as catalysts. At first, homogeneous systems presented the most amenable strategy for oxidizing a vast array of substrates; however, current environmental concerns have directed research in this field to the design, synthesis, and application of heterogeneous catalysts, as well as avoiding the use of highly pollutant co-oxidants and/or co-catalysts. Herein, we review the past decade (from 2008) concerning the use of solely molecular oxygen as an environmentally benign oxidant source, in oxidation reactions catalyzed by bioinspired metalloporphyrin analogues. We did not intend to create a comprehensive review; instead we highlight the most important and illustrative examples for this period. We emphasize the application of such catalysts on the oxidation reactions of many relevant substrates using homogeneous and heterogeneous metalloporphyrin-based catalysts, mostly using inorganic supports for more accessible re-utilization protocols.

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Section: Homogeneous Versus Heterogeneous Oxidation Reactions Catalyz...mentioning

confidence: 99%

Metalloporphyrins: Bioinspired Oxidation Catalysts

2018

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“…16,17 However, the study on pH-responsive membranes mainly focused on introducing pH-responsive polymers into membranes, which required complicated synthesis processes. 18 Self-assembly offers an attractive approach for the development of complex, supramolecular nanostructures which have been applied in materials technology, 19 catalysis, 20 medicine, 21,22 data storage and processing, 23 and other devices and functions. 24 Porphyrins are excellent building blocks to assemble into supramolecular architectures.…”

Section: Introductionmentioning

confidence: 99%

pH-responsive ethylene vinyl alcohol copolymer membrane based on porphyrin supramolecular self-assembly

Liu

Zhao

et al. 2016

RSC Adv.

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Efficient and green oxidation of 2-aminophenol catalyzed by tetra-(p-methoxyphenyl) porphyrin complexes anchored on chitosan in bicarbonate solution

El-Khalafy,

Hassanein,

Mubarak

2023

Chem. Pap.

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The study explored the catalytic activities of chitosan-supported tetra (p-methoxyphenyl) porphyrin complexes 1–3 in the heterogeneous activation of the aerobic oxidation dimerization of 2-aminophenol (OAP) to 2-aminophenoxazine-3-one (APX) in the presence of bicarbonate, simulating the function of phenoxazinone enzyme synthase. The oxidation reaction was followed by recording the UV–vis spectra of the reaction mixture with time at λmax 433 nm. All chitosan-supported metalloporphyrin complexes 1–3 exhibited effective catalytic activities for OAP oxidation. Under optimal conditions, the chitosan-supported Cu(II) (Tp-OCH3PP) complex displayed the highest catalytic efficiency. Various parameters influencing the catalytic activity of Cu(II) (Tp-OCH3PP)/CTS 1 were studied. The observed rate constant of OAP oxidation exhibited a direct correlation with the concentration of supported catalyst 1 and followed Michaelis–Menten kinetics, indicating saturation of catalyst sites with increasing OAP concentration. The study investigated the impact of temperature, bicarbonate concentration, dissolved oxygen, and the reaction mechanism. Oxidation reaction of OAP catalyzed by 1 in the presence of nitro blue tetrazolium (NTB) revealed no superoxide anion O2−• was formed as a reactive species during the reaction. The chitosan-supported Cu(II) (Tp-OCH3PP) complex shows high catalytic stability and no significant changes up to the fifth run.

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5,10,15,20-Tetrakis-(4-sulfonatophenyl)porphyrinatocobalt(II) supported on ion exchange resin as reusable and effective catalyst for the oxidative coupling of 2-aminophenol to 2-aminophenoxazine-3-one

Cited by 6 publications

References 27 publications

Metalloporphyrins: Bioinspired Oxidation Catalysts

Metalloporphyrins: Bioinspired Oxidation Catalysts

pH-responsive ethylene vinyl alcohol copolymer membrane based on porphyrin supramolecular self-assembly

Efficient and green oxidation of 2-aminophenol catalyzed by tetra-(p-methoxyphenyl) porphyrin complexes anchored on chitosan in bicarbonate solution

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