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Aerobic hydroxylation of hydrocarbons catalysed by vanadate ion

✍ Scribed by Georgiy B. Shul’pin; Elizabeth R. Lachter

Publisher
Elsevier Science
Year
2003
Tongue
English
Weight
111 KB
Volume
197
Category
Article
ISSN
1381-1169

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✦ Synopsis

Vanadate anion catalyses aerobic hydroxylation of hydrocarbons in acetonitrile in the presence of solid ascorbic acid or zinc and with obligatory participation of pyridine, pyrazine-2-carboxylic acid and acetic acid as mediators of proton and electron transfer. If sufficient amount of water is present in the reaction mixture, ascorbic acid is dissolved in aqueous acetonitrile and no hydroxylation occurs in this case. The dependencies of the product yields on the concentrations of the reactants have been studied and a mechanism of the formation of hydroxyl radicals has been proposed. These systems mimic generation of hydroxyl radicals in certain vanadium-dependent biological processes.

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Selective functionalisation of hydrocarb
Selective functionalisation of hydrocarbons by nitric acid and aerobic oxidation catalysed by N-hydroxyphthalimide and iodine under mild conditions
✍ Francesco Minisci; Francesco Recupero; Cristian Gambarotti; Carlo Punta; Roberto 📂 Article 📅 2003 🏛 Elsevier Science 🌐 French ⚖ 145 KB

Alkylbenzenes are selectively functionalised to the corresponding acetates by nitric aerobic oxidation catalysed by N-hydroxyphthalimide and iodine. With cyclohexane the oxidation leads to a mixture of cyclohexyl acetate and trans-2-iodocyclohexyl acetate. The mechanism is discussed.