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Article: Ruthenium-catalyzed oxidation of alkenes, alkynes, and alcohols to organic acids with aqueous hydrogen peroxide

TitleRuthenium-catalyzed oxidation of alkenes, alkynes, and alcohols to organic acids with aqueous hydrogen peroxide
Authors
KeywordsAlcohols
Alkenes
Alkynes
Oxidation
Ruthenium
Issue Date2006
PublisherWiley - V C H Verlag GmbH & Co. KGaA. The Journal's web site is located at http://www.wiley-vch.de/publish/en/journals/alphabeticIndex/2451
Citation
Chemistry - An Asian Journal, 2006, v. 1 n. 3, p. 453-458 How to Cite?
AbstractA protocol that adopts aqueous hydrogen peroxide as a terminal oxidant and [(Me 3tacn)(CF 3CO 2) 2Ru III(OH 2)]CF 3CO 2 (1; Me 3tacn = l,4,7-trimethyl-l,4,7-triazacyclononane) as a catalyst for oxidation of alkenes, alkynes, and alcohols to organic acids in over 80% yield is presented. For the oxidation of cyclohexene to adipic acid, the loading of 1 can be lowered to 0.1 mol%. On the one-mole scale, the oxidation of cyclohexene, cyclooctene, and 1-octanol with 1 mol% of 1 produced adipic acid (124g, 85% yield), suberic acid (158 g, 91% yield), and 1-octanoic acid (129 g, 90% yield), respectively. The oxidative C=C bondcleavage reaction proceeded through the formation of cis- and trans-diol intermediates, which were further oxidized to carboxylic acids via C-C bond cleavage. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
Persistent Identifierhttp://hdl.handle.net/10722/69622
ISSN
2015 Impact Factor: 4.592
2015 SCImago Journal Rankings: 1.833
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorChe, CMen_HK
dc.contributor.authorYip, WPen_HK
dc.contributor.authorYu, WYen_HK
dc.date.accessioned2010-09-06T06:15:21Z-
dc.date.available2010-09-06T06:15:21Z-
dc.date.issued2006en_HK
dc.identifier.citationChemistry - An Asian Journal, 2006, v. 1 n. 3, p. 453-458en_HK
dc.identifier.issn1861-4728en_HK
dc.identifier.urihttp://hdl.handle.net/10722/69622-
dc.description.abstractA protocol that adopts aqueous hydrogen peroxide as a terminal oxidant and [(Me 3tacn)(CF 3CO 2) 2Ru III(OH 2)]CF 3CO 2 (1; Me 3tacn = l,4,7-trimethyl-l,4,7-triazacyclononane) as a catalyst for oxidation of alkenes, alkynes, and alcohols to organic acids in over 80% yield is presented. For the oxidation of cyclohexene to adipic acid, the loading of 1 can be lowered to 0.1 mol%. On the one-mole scale, the oxidation of cyclohexene, cyclooctene, and 1-octanol with 1 mol% of 1 produced adipic acid (124g, 85% yield), suberic acid (158 g, 91% yield), and 1-octanoic acid (129 g, 90% yield), respectively. The oxidative C=C bondcleavage reaction proceeded through the formation of cis- and trans-diol intermediates, which were further oxidized to carboxylic acids via C-C bond cleavage. © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.en_HK
dc.languageengen_HK
dc.publisherWiley - V C H Verlag GmbH & Co. KGaA. The Journal's web site is located at http://www.wiley-vch.de/publish/en/journals/alphabeticIndex/2451en_HK
dc.relation.ispartofChemistry - An Asian Journalen_HK
dc.subjectAlcoholsen_HK
dc.subjectAlkenesen_HK
dc.subjectAlkynesen_HK
dc.subjectOxidationen_HK
dc.subjectRutheniumen_HK
dc.subject.meshAlcohols - chemistry-
dc.subject.meshAlkenes - chemistry-
dc.subject.meshAlkynes - chemistry-
dc.subject.meshHydrogen Peroxide - chemistry - pharmacology-
dc.subject.meshRuthenium - pharmacology-
dc.titleRuthenium-catalyzed oxidation of alkenes, alkynes, and alcohols to organic acids with aqueous hydrogen peroxideen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=1861-4728&volume=1&issue=3&spage=453&epage=458&date=2006&atitle=Ruthenium-catalyzed+oxidation+of+alkenes,+alkynes,+and+alcohols+to+organic+acids+with+aqueous+hydrogen+peroxideen_HK
dc.identifier.emailChe, CM:cmche@hku.hken_HK
dc.identifier.authorityChe, CM=rp00670en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1002/asia.200600091en_HK
dc.identifier.pmid17441082-
dc.identifier.scopuseid_2-s2.0-33749188252en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-33749188252&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume1en_HK
dc.identifier.issue3en_HK
dc.identifier.spage453en_HK
dc.identifier.epage458en_HK
dc.identifier.isiWOS:000243223000018-
dc.publisher.placeGermanyen_HK
dc.identifier.scopusauthoridChe, CM=7102442791en_HK
dc.identifier.scopusauthoridYip, WP=8751048200en_HK
dc.identifier.scopusauthoridYu, WY=7403913673en_HK

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