Heterogenization of Ketone Catalyst for Epoxidation by Low Pressure Plasma Fluorination of Silica Gel Supports

Low pressure plasma was used for preparing heterogeneous organocatalysts -( )-( ) suitable for dioxirane-mediated epoxidations. Heterogenization was accomplished by adsorption of the methyl perfluoroheptyl ketone ( ) on fluorinated supports ( )-( ) deriving from the treatment of commercial C₈-silica...

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Bibliographic Details
Published in:Molecules (Basel, Switzerland) Switzerland), 2017-11, Vol.22 (12), p.2099
Main Authors: D'Accolti, Lucia, De Vietro, Nicoletta, Fanelli, Fiorenza, Fusco, Caterina, Nacci, Angelo, Fracassi, Francesco
Format: Article
Language:English
Subjects:
Alkenes
Catalysis
Dioxirane
dioxiranes
Electron microscopes
epoxidation
Esters
Fluorination
Fluorocarbons
fluorous chemistry
Halogenation
Infrared spectroscopy
Ketones
Ketones - chemistry
Low pressure
Oils & fats
PE-CVD
Photoelectron spectroscopy
Plasma Gases
Potassium
Pressure
Reflectance
Scanning electron microscopy
Silica
Silica gel
Silica Gel - chemistry
Singlet oxygen
Soybean oil
Spectroscopy
Spectroscopy, Fourier Transform Infrared
Spectrum analysis
X ray photoelectron spectroscopy
X-rays
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Summary:Low pressure plasma was used for preparing heterogeneous organocatalysts -( )-( ) suitable for dioxirane-mediated epoxidations. Heterogenization was accomplished by adsorption of the methyl perfluoroheptyl ketone ( ) on fluorinated supports ( )-( ) deriving from the treatment of commercial C₈-silica gel in low pressure plasma fed with fluorocarbons. Catalyst -( ) proved to be the most efficient one, promoting epoxidation of an array of alkenes, including unsaturated fatty esters like methyl oleate ( ) and the triglyceride soybean oil ( ), with the cheap potassium peroxymonosulfate KHSO₅ (caroate) as a green oxidant. Notably, the perfluorinated matrix gives rise to the activation of caroate, generating singlet oxygen. Materials were characterized by infrared Attenuated Total Reflectance spectroscopy (ATR-FTIR), X-ray Photoelectron Spectroscopy (XPS ) and Emission Scanning Electron Microscope (FESEM).
ISSN:1420-3049
1420-3049
DOI:10.3390/molecules22122099