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Article: Polymer-supported ruthenium porphyrins: Versatile and robust epoxidation catalysts with unusual selectivity

TitlePolymer-supported ruthenium porphyrins: Versatile and robust epoxidation catalysts with unusual selectivity
Authors
Issue Date2000
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/jacsat/index.html
Citation
Journal Of The American Chemical Society, 2000, v. 122 n. 22, p. 5337-5342 How to Cite?
AbstractCarbonyl ruthenium(II) 5,10,15-tris(4-R-phenyl)-20-(4- hydroxyphenyl)porphyrins (R = Cl, Me) covalently attached to Merrifield's peptide resin were prepared. The catalyst with R = Cl was found to efficiently catalyze Cl 2pyNO epoxidation of a wide variety of alkenes, including aromatic and aliphatic terminal alkenes, cis- and trans-stilbene, cyclohexene and cyclooctene, α,β-unsaturated ketones, conjugated enyne, glycal, and protected α-amino alkene. Unusual selectivities were observed for the epoxidations of 1,5-cyclooctadiene, cis-1-phenyl-3-penten-1-yne (9), 3,4,6-tri-O-acetyl-D-glucal (11), and 2-(Boc-amino)-1-phenylbut-3-ene (13), which feature a complete bisepoxide selectivity (1,5-cyclooctadiene), unprecedentedly high cis:trans ratio (9), and complete diastereoselectivity (11 and 13). The new heterogenized metalloporphyrin epoxidation catalysts are of high stability and reusability.
Persistent Identifierhttp://hdl.handle.net/10722/70429
ISSN
2015 Impact Factor: 13.038
2015 SCImago Journal Rankings: 7.123
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorYu, XQen_HK
dc.contributor.authorHuang, JSen_HK
dc.contributor.authorYu, WYen_HK
dc.contributor.authorChe, CMen_HK
dc.date.accessioned2010-09-06T06:22:48Z-
dc.date.available2010-09-06T06:22:48Z-
dc.date.issued2000en_HK
dc.identifier.citationJournal Of The American Chemical Society, 2000, v. 122 n. 22, p. 5337-5342en_HK
dc.identifier.issn0002-7863en_HK
dc.identifier.urihttp://hdl.handle.net/10722/70429-
dc.description.abstractCarbonyl ruthenium(II) 5,10,15-tris(4-R-phenyl)-20-(4- hydroxyphenyl)porphyrins (R = Cl, Me) covalently attached to Merrifield's peptide resin were prepared. The catalyst with R = Cl was found to efficiently catalyze Cl 2pyNO epoxidation of a wide variety of alkenes, including aromatic and aliphatic terminal alkenes, cis- and trans-stilbene, cyclohexene and cyclooctene, α,β-unsaturated ketones, conjugated enyne, glycal, and protected α-amino alkene. Unusual selectivities were observed for the epoxidations of 1,5-cyclooctadiene, cis-1-phenyl-3-penten-1-yne (9), 3,4,6-tri-O-acetyl-D-glucal (11), and 2-(Boc-amino)-1-phenylbut-3-ene (13), which feature a complete bisepoxide selectivity (1,5-cyclooctadiene), unprecedentedly high cis:trans ratio (9), and complete diastereoselectivity (11 and 13). The new heterogenized metalloporphyrin epoxidation catalysts are of high stability and reusability.en_HK
dc.languageengen_HK
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/journals/jacsat/index.htmlen_HK
dc.relation.ispartofJournal of the American Chemical Societyen_HK
dc.titlePolymer-supported ruthenium porphyrins: Versatile and robust epoxidation catalysts with unusual selectivityen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0002-7863&volume=122&spage=5337&epage=5342&date=2000&atitle=Polymer-supported+ruthenium+porphyrins:++versatile+and+robust+epoxidation+catalysts+with+unusual+selectivityen_HK
dc.identifier.emailHuang, JS:jshuang@hkucc.hku.hken_HK
dc.identifier.emailChe, CM:cmche@hku.hken_HK
dc.identifier.authorityHuang, JS=rp00709en_HK
dc.identifier.authorityChe, CM=rp00670en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/ja000461ken_HK
dc.identifier.scopuseid_2-s2.0-0034616747en_HK
dc.identifier.hkuros53233en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-0034616747&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume122en_HK
dc.identifier.issue22en_HK
dc.identifier.spage5337en_HK
dc.identifier.epage5342en_HK
dc.identifier.isiWOS:000087540500012-
dc.publisher.placeUnited Statesen_HK
dc.identifier.scopusauthoridYu, XQ=7404115847en_HK
dc.identifier.scopusauthoridHuang, JS=7407192639en_HK
dc.identifier.scopusauthoridYu, WY=7403913673en_HK
dc.identifier.scopusauthoridChe, CM=7102442791en_HK

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