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Article: Enantioselective hydroxylation of benzylic C-H bonds by D4-symmetric chiral oxoruthenium porphyrins

TitleEnantioselective hydroxylation of benzylic C-H bonds by D4-symmetric chiral oxoruthenium porphyrins
Authors
Zhang, RYu, WYLai, TSChe, CM
Issue Date1999
PublisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/Publishing/Journals/cc/index.asp
Citation
Chemical Communications, 1999 n. 18, p. 1791-1792 How to Cite?
DOI: http://dx.doi.org/10.1039/A904100A
AbstractA D4-symmetric chiral dioxoruthenium(VI) porphyrin can effect stoichiometric and catalytic enantioselective hydroxylation of benzylic C-H bonds to give enantioenriched aryl alcohols, the highest ee of 76% being attained in the catalytic oxidation of 4-ethyltoluene with 2,6-dichloropyridine N-oxide as terminal oxidant; the oxidations proceed via a rate-limiting H-atom abstraction to germinate a benzylic radical intermediate.
Persistent Identifierhttp://hdl.handle.net/10722/167631
ISSN
1359-7345
2023 Impact Factor: 4.3
2023 SCImago Journal Rankings: 1.133
ISI Accession Number ID
WOS:000082585000006
References
References in Scopus

 

DC FieldValueLanguage
dc.contributor.authorZhang, Ren_US
dc.contributor.authorYu, WYen_US
dc.contributor.authorLai, TSen_US
dc.contributor.authorChe, CMen_US
dc.date.accessioned2012-10-08T03:09:15Z-
dc.date.available2012-10-08T03:09:15Z-
dc.date.issued1999en_US
dc.identifier.citationChemical Communications, 1999 n. 18, p. 1791-1792en_US
dc.identifier.issn1359-7345en_US
dc.identifier.urihttp://hdl.handle.net/10722/167631-
dc.description.abstractA D4-symmetric chiral dioxoruthenium(VI) porphyrin can effect stoichiometric and catalytic enantioselective hydroxylation of benzylic C-H bonds to give enantioenriched aryl alcohols, the highest ee of 76% being attained in the catalytic oxidation of 4-ethyltoluene with 2,6-dichloropyridine N-oxide as terminal oxidant; the oxidations proceed via a rate-limiting H-atom abstraction to germinate a benzylic radical intermediate.en_US
dc.languageengen_US
dc.publisherRoyal Society of Chemistry. The Journal's web site is located at http://www.rsc.org/Publishing/Journals/cc/index.aspen_US
dc.relation.ispartofChemical Communicationsen_US
dc.titleEnantioselective hydroxylation of benzylic C-H bonds by D4-symmetric chiral oxoruthenium porphyrinsen_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/A904100A-
dc.identifier.scopuseid_2-s2.0-0033592385en_US
dc.identifier.hkuros52998-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-0033592385&selection=ref&src=s&origin=recordpageen_US
dc.identifier.issue18en_US
dc.identifier.spage1791en_US
dc.identifier.epage1792en_US
dc.identifier.isiWOS:000082585000006-
dc.publisher.placeUnited Kingdomen_US
dc.identifier.scopusauthoridZhang, R=7404865969en_US
dc.identifier.scopusauthoridYu, WY=7403913673en_US
dc.identifier.scopusauthoridLai, TS=7202203490en_US
dc.identifier.scopusauthoridChe, CM=7102442791en_US
dc.identifier.issnl1359-7345-

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