Sustainable catalytic epoxidation of biorenewable terpene feedstocks using H2O2 as an oxidant in flow microreactors

Solvent-free continuous flow epoxidation of the alkene bonds of a range of biorenewable terpene substrates have been carried out using a recyclable tungsten-based polyoxometalate phase transfer catalyst and aqueous H2O2 as a benign oxidant. These sustainable flow epoxidation reactions are carried ou...

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Bibliographic Details
Published in:Green chemistry : an international journal and green chemistry resource : GC 2021-08, Vol.23 (15), p.5449-5455
Main Authors: Tibbetts, Joshua D, Cunningham, William B, Vezzoli, Massimiliano, Plucinski, Pawel, Bull, Steven D
Format: Article
Language:English
Subjects:
Alkenes
Catalysts
Continuous flow
Epoxidation
Epoxides
Green chemistry
Hydrogen peroxide
Limonene
Microreactors
Monoterpenes
Oxidants
Oxidizing agents
Phase transfer catalysts
Polyoxometallates
Substrates
Tungsten
Turpentine
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Summary:Solvent-free continuous flow epoxidation of the alkene bonds of a range of biorenewable terpene substrates have been carried out using a recyclable tungsten-based polyoxometalate phase transfer catalyst and aqueous H2O2 as a benign oxidant. These sustainable flow epoxidation reactions are carried out in commercial microreactors containing static mixing channels that enable common monoterpenes (e.g. untreated crude sulfate turpentine, limonene, etc.) to be safely epoxidized in short reaction times and in good yields. These flow procedures are applicable for the flow epoxidation of trisubstituted and disubstituted alkenes for the safe production of multigram quantities of a wide range of epoxides.
ISSN:1463-9262
1463-9270
DOI:10.1039/d1gc01734a