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Issue 2, 2016
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MIL-101 promotes the efficient aerobic oxidative desulfurization of dibenzothiophenes

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Abstract

MIL-101 promotes aerobic oxidation in n-dodecane of dibenzothiophene (DBT) and its methyl-substituted derivatives to their corresponding sulfones with complete selectivity, without observation of the sulfoxide. DBT sulfones can be completely separated from n-dodecane by water extraction. MIL-101(Cr) without the need of pre-activation was found to be more convenient than the also-active MIL-101(Fe) analog. The reaction exhibits an induction period due to the diffusion inside the pore system of the solvent or oxygen and it is not observed if the MIL-101 sample is first in contact with the solvent at the reaction temperature for a sufficiently long time. MIL-101 is reusable for at least five times without any sign of deactivation according to the time-conversion plots. Evidence by electron paramagnetic resonance spectroscopy detecting the hydroperoxide radical adduct with a spin trapping agent and Raman spectroscopy detection of superoxide supports that the process is an auto-oxidation reaction initiated by MIL-101 following the expected radical chain mechanism inside the MIL-101 cages.

Graphical abstract: MIL-101 promotes the efficient aerobic oxidative desulfurization of dibenzothiophenes

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Publication details

The article was received on 22 Apr 2015, accepted on 12 Aug 2015 and first published on 12 Aug 2015


Article type: Paper
DOI: 10.1039/C5GC00862J
Citation: Green Chem., 2016,18, 508-515

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    MIL-101 promotes the efficient aerobic oxidative desulfurization of dibenzothiophenes

    A. Gómez-Paricio, A. Santiago-Portillo, S. Navalón, P. Concepción, M. Alvaro and H. Garcia, Green Chem., 2016, 18, 508
    DOI: 10.1039/C5GC00862J

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