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A Common Active Intermediate in the Oxidation of Alkenes, Alcohols and Alkanes with H2O2 and a Mn(II)/Pyridin-2-Carboxylato Catalyst

Identificadors del recurs

http://hdl.handle.net/10256/23584

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(DUGiDocs. Recerca)

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Títol:: A Common Active Intermediate in the Oxidation of Alkenes, Alcohols and Alkanes with H2O2 and a Mn(II)/Pyridin-2-Carboxylato Catalyst
Matèria:: Oxidació; Oxidation; Alquens; Alkenes
Descripció:: The mechanism and the reactive species involved in the oxidation of alkenes, and alcohols with H2O2, catalysed by an in situ prepared mixture of a MnII salt, pyridine-2-carboxylic acid and a ketone is elucidated using substrate competition experiments, kinetic isotope effect (KIE) measurements, and atom tracking with 18O labelling. The data indicate that a single reactive species engages in the oxidation of both alkenes and alcohols. The primary KIE in the oxidation of benzyl alcohols is ca. 3.5 and shows the reactive species to be selective despite a zero order dependence on substrate concentration, and the high turnover frequencies (up to 30 s−1) observed. Selective 18O labelling identifies the origin of the oxygen atoms transferred to the substrate during oxidation, and is consistent with a highly reactive, e. g., [MnV(O)(OH)] or [MnV(O)2], species rather than an alkylperoxy or hydroperoxy species
Font:: ChemCatChem, 2023, vol. 15, núm. 1, p. e202201072; Articles publicats (D-Q)
Idioma:: English
Relació:: info:eu-repo/semantics/altIdentifier/doi/10.1002/cctc.202201072; info:eu-repo/semantics/altIdentifier/issn/1867-3880; info:eu-repo/semantics/altIdentifier/eissn/1867-3899
Autor/Productor:: Kasper, Johann B.; Saisaha, Pattama; Roo, Maurits de; Groen, Mitchell J.; Vicens Serra, Laia; Borrell Recasens, Margarida; Boer, Johannes W. de; Hage, Ronald; Costas Salgueiro, Miquel; Browne, Wesley R.
Editor:: Wiley
Drets:: Attribution-NonCommercial-NoDerivatives 4.0 International; http://creativecommons.org/licenses/by-nc-nd/4.0/; info:eu-repo/semantics/openAccess
Data:: 2023-01-09
Tipus de recurs:: info:eu-repo/semantics/article; info:eu-repo/semantics/publishedVersion; peer-reviewed
Format:: application/pdf

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2. < dc:creator > Kasper, Johann B. </ dc:creator >
3. < dc:creator > Saisaha, Pattama </ dc:creator >
4. < dc:creator > Roo, Maurits de </ dc:creator >
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16. < description > The mechanism and the reactive species involved in the oxidation of alkenes, and alcohols with H2O2, catalysed by an in situ prepared mixture of a MnII salt, pyridine-2-carboxylic acid and a ketone is elucidated using substrate competition experiments, kinetic isotope effect (KIE) measurements, and atom tracking with 18O labelling. The data indicate that a single reactive species engages in the oxidation of both alkenes and alcohols. The primary KIE in the oxidation of benzyl alcohols is ca. 3.5 and shows the reactive species to be selective despite a zero order dependence on substrate concentration, and the high turnover frequencies (up to 30 s−1) observed. Selective 18O labelling identifies the origin of the oxygen atoms transferred to the substrate during oxidation, and is consistent with a highly reactive, e. g., [MnV(O)(OH)] or [MnV(O)2], species rather than an alkylperoxy or hydroperoxy species </ description >
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Repositori OAI