Mn(III)-Porphyrin Immobilized on the Graphene Oxide-Magnetite Nanocomposite as an Efficient Heterogeneous Catalyst for the Epoxidation of Alkenes

In this research, β -tetra-brominated meso -tetraphenylporphyrinatomanganese(III) acetate [MnTPPBr 4 (OAc)] (MnPor) was anchored onto a magnetite imidazole-modified graphene oxide nanosheet (Fe 3 O 4 .GO.Im). The obtained catalyst (Fe 3 O 4 .GO.Im@MnPor) was characterized through Fourier transform i...

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Bibliographic Details
Published in:Catalysis letters 2022-08, Vol.152 (8), p.2445-2456
Main Authors: Hajian, Robabeh, Bahrami, Elnaz
Format: Article
Language:English
Subjects:
Acetates
Acetic acid
Alkenes
Analysis
Bromination
Catalysis
Catalysts
Catalytic oxidation
Chemistry
Chemistry and Materials Science
Cytochrome
Decantation
Emission analysis
Epoxidation
Field emission microscopy
Fourier transforms
Graphene
Graphite
Hydrogen peroxide
Imidazole
Industrial Chemistry/Chemical Engineering
Iron oxides
Magnetite
Manganese
Nanocomposites
Nanoparticles
Olefins
Organometallic Chemistry
Oxidation
Oxidizing agents
Physical Chemistry
Porphyrins
Selectivity
Spectrophotometry
Thermogravimetric analysis
Urea
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Summary:In this research, β -tetra-brominated meso -tetraphenylporphyrinatomanganese(III) acetate [MnTPPBr 4 (OAc)] (MnPor) was anchored onto a magnetite imidazole-modified graphene oxide nanosheet (Fe 3 O 4 .GO.Im). The obtained catalyst (Fe 3 O 4 .GO.Im@MnPor) was characterized through Fourier transform infrared (FT-IR) and diffuse reflectance UV–Visible spectrophotometry (DR UV–Vis), powder X-ray diffractometry (XRD), field emission scanning electron microscopy (FESEM), energy dispersive X-ray (EDX) spectroscopy, thermogravimetric analysis (TGA) and atomic absorption spectroscopy. The characterization was performed to determine the amount of manganese porphyrin loaded on the GO support. The new immobilized catalyst was employed for the efficient epoxidation of different alkenes with urea hydrogen peroxide (UHP) and acetic acid (HOAc) as oxidant activators under mild conditions. Olefins were oxidized efficiently to their corresponding epoxide with 63–100% selectivity in the presence of Fe 3 O 4 .GO.Im@MnPor. Moreover, an remarkable turnover frequency (93) was achieved for the oxidation of α-pinene. The graphene oxide-bound Mn-porphyrin was recovered from the reaction mixture by magnetic decantation and reused several times. Graphic Abstract
ISSN:1011-372X
1572-879X
DOI:10.1007/s10562-021-03827-x