Catalytic activity of Mn(III) porphyrins supported onto graphene oxide nano-sheets for green oxidation of sulfides

Rayati, Saeed; Rezaie, Saghar; Nejabat, Fatemeh

doi:10.1080/00958972.2019.1610562

Cited by 15 publications

(4 citation statements)

References 42 publications

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“…Indeed, the oxidation of sulfides by sodium periodate in the presence of Mn(III) porphyrins grafted on polystyrene [114] or silica [115] led to a mixture of sulfoxides and sulfones. When Mn(III) porphyrins were grafted on graphene oxide and used as catalysts for the sulfoxidation by hydrogen peroxide-urea adduct, about 2 mol% of catalysts were required, and the reactions were less selective, in particular when aromatic sulfides were used as substrates [116]. Fe(III) porphyrins grafted on activated multi-walled carbon nanotubes were efficient in ethanol when tetra-n-butylammonium peroxomonosulfate was used as an oxidant, but some of the studied reactions were difficult to control [117].…”

Section: Catalytic Reactionsmentioning

confidence: 99%

Hybrid Materials Based on Imidazo[4,5-b]porphyrins for Catalytic Oxidation of Sulfides

et al. 2023

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Heterogenized metalloporphyrin catalysts for oxidation reactions are extensively explored to improve chemical production. In this work, manganese meso-tetraarylporphyrins were immobilized on hydrated mesoporous titanium dioxide (SBET = 705 m2 g−1) through carboxylate or phosphonate anchoring groups separated from the macrocycle by the 2-arylimidazole linker fused across one of the pyrrolic rings of the macrocycle. The element composition of two mesoporous hybrid materials thus obtained were investigated and the integrity of the immobilized complexes was shown by different physicochemical methods. Finally, the catalytic efficiency of the more stable material Mn(TMPIP)/TiO2 with the phosphonate anchor was evaluated in the selective oxidation of sulfides to sulfoxides by molecular oxygen in the presence of isobutyraldehyde (IBA). The heterogenized complex has shown excellent catalytic activity exhibiting a turnover (TON) of ~1100 in a single catalytic run of the sulfoxidation of thioanisole. The catalyst was successfully reused in seven consecutive catalytic cycles.

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Section: Catalytic Reactionsmentioning

confidence: 99%

Hybrid Materials Based on Imidazo[4,5-b]porphyrins for Catalytic Oxidation of Sulfides

et al. 2023

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“…A variety of solid materials including polymer‐based materials, [16–17] porous materials, [18–19] magnetic nanoparticles [20–21] and carbon‐based materials [22] were selected as solid supports to design of an effective heterogenized catalyst. Because of high density, excellent stability, great strength, high specific surface area and also cost effectiveness, the use of carbon‐based catalyst supports such as graphene oxide, carbon nanotubes, carbon nanofibers, carbon nitride, and activated carbon is widely extended in the case of experimental techniques [23–28] . Previous reports proved that the structural and textual properties of solid supports have a significant impact on the catalytic activity of the supported catalysts and appropriate structural features increase catalytic activities [29–30] .…”

Section: Introductionmentioning

confidence: 99%

“…Because of high density, excellent stability, great strength, high specific surface area and also cost effectiveness, the use of carbon-based catalyst supports such as graphene oxide, carbon nanotubes, carbon nanofibers, carbon nitride, and activated carbon is widely extended in the case of experimental techniques. [23][24][25][26][27][28] Previous reports proved that the structural and textual properties of solid supports have a significant impact on the catalytic activity of the supported catalysts and appropriate structural features increase catalytic activities. [29][30] In other word, the greater surface area, the more availability of catalytic sites, the higher catalytic efficiency.…”

Section: Introductionmentioning

confidence: 99%

Comparison of the Two Carbon Allotropes as Solid Support: Catalytic Efficiency of the Supported Metalloporphyrins for the Aerobic Oxidation of Alcohols

Nejabat

Rayati

2022

ChemistrySelect

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In the present research, a new method for the aerobic oxidation of aromatic and cyclic aliphatic alcohols to the corresponding aldehydes or ketone was developed in the presence of two supported metalloporphyrins. The prepared heterogenized catalysts were fully characterized by transmission electron microscopy (TEM), scanning electron microscope (SEM), thermogravimetric analysis (TGA), atomic absorption spectroscopy (AAS), Fourier Transform Infrared (FT‐IR) and Ultra Violet‐Visible (UV‐Vis) spectroscopy. The role of structural and textural properties of carbon‐based materials as solid support on the catalytic efficiency of the supported catalysts was compared with each other and the results shows higher efficiency of the supported Fe‐porphyrin on multi‐walled carbon nanotube [Fe(THPP)Cl/MWCNT] compared to the anchored Fe‐porphyrin on the graphene oxide [Fe(THPP)Cl/GO]. The study on the aerobic oxidation of alcohols in the presence of the supported Fe‐porphyrins proved that the addition of isobutyraldehyde as reducing agent in several portions during the catalytic reaction significantly increased the product yields. The separation and recovery of the nanocatalyst was simple, effective and economical in this green oxidation method and the supported catalyst can reuse at least eight times without significant loss of activity.

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“…Sulfones are very important active substances and have been widely used as pesticides, key chemical building blocks, and pharmaceuticals. [1][2][3][4][5][6][7][8] For example, working as an active functional group, the sulfone group are receiving more and more attention in organic synthetic chemistry. 9,10 And among them, benzyl phenyl sulfone is well known as a versatile intermediate in pharmaceutical synthesis.…”

Section: Introductionmentioning

confidence: 99%

Intramolecular benzyl cation transfer in the gas‐phase fragmentation of protonated benzyl phenyl sulfones

et al. 2020

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In this study, the gas-phase fragmentations of protonated benzyl phenyl sulfones were investigated by electrospray ionization tandem mass spectrometry (ESI-MS n ).Upon collisional activation, several characteristic fragment ions were observed, and the similar results occurred with different substituted benzyl phenyl sulfones. A mechanism involving an intramolecular benzyl cation transfer and the formation of intermediate ion was proposed and further identified by density functional theory (DFT) calculations. In addition, a reference compound, benzenesulfinic acid benzyl ester, has been synthesized, and its protonated ion has the same gas-phase behavior as compared to the protonated benzyl phenyl sulfone. This work provides access to some insight into the intramolecular benzyl-transfer reactions of benzyl phenyl sulfones in the gas phase and orients the characteristic peaks in collision-induced dissociation spectrometry (CID-MS).

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Catalytic activity of Mn(III) porphyrins supported onto graphene oxide nano-sheets for green oxidation of sulfides

Cited by 15 publications

References 42 publications

Hybrid Materials Based on Imidazo[4,5-b]porphyrins for Catalytic Oxidation of Sulfides

Hybrid Materials Based on Imidazo[4,5-b]porphyrins for Catalytic Oxidation of Sulfides

Comparison of the Two Carbon Allotropes as Solid Support: Catalytic Efficiency of the Supported Metalloporphyrins for the Aerobic Oxidation of Alcohols

Intramolecular benzyl cation transfer in the gas‐phase fragmentation of protonated benzyl phenyl sulfones

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