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Article: Mechanism of C-H bond oxidation by a monooxoruthenium(V) complex

TitleMechanism of C-H bond oxidation by a monooxoruthenium(V) complex
Authors
Che, CMHo, CLau, TC
Issue Date1991
PublisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/dalton
Citation
Journal Of The Chemical Society, Dalton Transactions, 1991 n. 5, p. 1259-1263 How to Cite?
DOI: http://dx.doi.org/10.1039/DT9910001259
AbstractThe complex [RuvL(O)]2+ {HL = [2-hydroxy-2-(2-pyridyl)ethyl]bis[2-(2-pyridyl)ethyl]amine} was found to be a very active stoichiometric oxidant towards various hydrocarbons. Oxidation of alcohols was studied either in 0.1 mol dm-3 HClO4 or CH3CN, the observed rate law being rate = k[Ruv][alcohol]. The second-order rate constants for various alcohols follow the order benzylic > secondary > primary alcohols. Kinetic isotope effects (kH/kD) of 5.9 and 5.3 were found for benzyl alcohol and PriOH respectively. Similar kinetic studies for the oxidation of tetrahydrofuran gave kH/kD = 6.8. Stoichiometric oxidation of saturated alkanes in acetonitrile gave tertiary alcohols exclusively or ketones when only methylene groups are present. The measured kH/kD for the oxidation of cyclohexane determined from competitive oxidation experiments was 5.3. No cyclohexyl chloride was found when the oxidation of cyclohexane was carried out in the presence of CCl4. The mechanism of C-H bond oxidation by Ruv=O is discussed.
Persistent Identifierhttp://hdl.handle.net/10722/168218
ISSN
1472-7773
ISI Accession Number ID
WOS:A1991FM50400016

 

DC FieldValueLanguage
dc.contributor.authorChe, CMen_US
dc.contributor.authorHo, Cen_US
dc.contributor.authorLau, TCen_US
dc.date.accessioned2012-10-08T03:16:23Z-
dc.date.available2012-10-08T03:16:23Z-
dc.date.issued1991en_US
dc.identifier.citationJournal Of The Chemical Society, Dalton Transactions, 1991 n. 5, p. 1259-1263en_US
dc.identifier.issn1472-7773en_US
dc.identifier.urihttp://hdl.handle.net/10722/168218-
dc.description.abstractThe complex [RuvL(O)]2+ {HL = [2-hydroxy-2-(2-pyridyl)ethyl]bis[2-(2-pyridyl)ethyl]amine} was found to be a very active stoichiometric oxidant towards various hydrocarbons. Oxidation of alcohols was studied either in 0.1 mol dm-3 HClO4 or CH3CN, the observed rate law being rate = k[Ruv][alcohol]. The second-order rate constants for various alcohols follow the order benzylic > secondary > primary alcohols. Kinetic isotope effects (kH/kD) of 5.9 and 5.3 were found for benzyl alcohol and PriOH respectively. Similar kinetic studies for the oxidation of tetrahydrofuran gave kH/kD = 6.8. Stoichiometric oxidation of saturated alkanes in acetonitrile gave tertiary alcohols exclusively or ketones when only methylene groups are present. The measured kH/kD for the oxidation of cyclohexane determined from competitive oxidation experiments was 5.3. No cyclohexyl chloride was found when the oxidation of cyclohexane was carried out in the presence of CCl4. The mechanism of C-H bond oxidation by Ruv=O is discussed.en_US
dc.languageengen_US
dc.publisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/daltonen_US
dc.relation.ispartofJournal of the Chemical Society, Dalton Transactionsen_US
dc.titleMechanism of C-H bond oxidation by a monooxoruthenium(V) complexen_US
dc.typeArticleen_US
dc.identifier.emailChe, CM:cmche@hku.hken_US
dc.identifier.authorityChe, CM=rp00670en_US
dc.description.naturelink_to_subscribed_fulltexten_US
dc.identifier.doi10.1039/DT9910001259en_US
dc.identifier.scopuseid_2-s2.0-37049079516en_US
dc.identifier.issue5en_US
dc.identifier.spage1259en_US
dc.identifier.epage1263en_US
dc.identifier.isiWOS:A1991FM50400016-
dc.publisher.placeUnited Kingdomen_US
dc.identifier.scopusauthoridChe, CM=7102442791en_US
dc.identifier.scopusauthoridHo, C=23067224800en_US
dc.identifier.scopusauthoridLau, TC=7102222310en_US
dc.identifier.issnl1364-5447-

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