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Article: Design of efficient ketone catalysts for epoxidation by using the field effect

TitleDesign of efficient ketone catalysts for epoxidation by using the field effect
Authors
Issue Date1998
PublisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/joc
Citation
Journal Of Organic Chemistry, 1998, v. 63 n. 24, p. 8952-8956 How to Cite?
AbstractBy using the field effect (through-space charge-dipole or dipole-dipole interactions), efficient ketone catalysts 7 and 10 were developed for in situ epoxidation of olefins with Oxone. With either ketone 7 (10-20 mol %) or 10 (5-10 mol %) as catalyst, epoxidation of various olefins (2 mmol scale) at room temperature with 1.5 equiv of Oxone was complete in a short period of time with excellent isolated yields of epoxides (80-97%) and good ketone recovery (~80%) Furthermore, the in situ epoxidation of olefins can be performed on a large scale (20-100 mmol) directly with 5 mol % of commercially available tetrahydrothiopyran-4-one, which is oxidized by Oxone to ketone 10 during the epoxidation reactions.
Persistent Identifierhttp://hdl.handle.net/10722/69194
ISSN
2015 Impact Factor: 4.785
2015 SCImago Journal Rankings: 2.095
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorYang, Den_HK
dc.contributor.authorYip, YCen_HK
dc.contributor.authorJiao, GSen_HK
dc.contributor.authorWong, MKen_HK
dc.date.accessioned2010-09-06T06:11:26Z-
dc.date.available2010-09-06T06:11:26Z-
dc.date.issued1998en_HK
dc.identifier.citationJournal Of Organic Chemistry, 1998, v. 63 n. 24, p. 8952-8956en_HK
dc.identifier.issn0022-3263en_HK
dc.identifier.urihttp://hdl.handle.net/10722/69194-
dc.description.abstractBy using the field effect (through-space charge-dipole or dipole-dipole interactions), efficient ketone catalysts 7 and 10 were developed for in situ epoxidation of olefins with Oxone. With either ketone 7 (10-20 mol %) or 10 (5-10 mol %) as catalyst, epoxidation of various olefins (2 mmol scale) at room temperature with 1.5 equiv of Oxone was complete in a short period of time with excellent isolated yields of epoxides (80-97%) and good ketone recovery (~80%) Furthermore, the in situ epoxidation of olefins can be performed on a large scale (20-100 mmol) directly with 5 mol % of commercially available tetrahydrothiopyran-4-one, which is oxidized by Oxone to ketone 10 during the epoxidation reactions.en_HK
dc.languageengen_HK
dc.publisherAmerican Chemical Society. The Journal's web site is located at http://pubs.acs.org/jocen_HK
dc.relation.ispartofJournal of Organic Chemistryen_HK
dc.titleDesign of efficient ketone catalysts for epoxidation by using the field effecten_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0022-3263&volume=63&issue=24&spage=8952&epage=8956&date=1998&atitle=Design+of+efficient+ketone+catalysts+for+epoxidation+by+using+the+field+effecten_HK
dc.identifier.emailYang, D:yangdan@hku.hken_HK
dc.identifier.authorityYang, D=rp00825en_HK
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1021/jo981270ren_HK
dc.identifier.scopuseid_2-s2.0-0031794268en_HK
dc.identifier.hkuros40139en_HK
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-0031794268&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume63en_HK
dc.identifier.issue24en_HK
dc.identifier.spage8952en_HK
dc.identifier.epage8956en_HK
dc.identifier.isiWOS:000077376200052-
dc.publisher.placeUnited Statesen_HK
dc.identifier.scopusauthoridYang, D=7404800756en_HK
dc.identifier.scopusauthoridYip, YC=7005596386en_HK
dc.identifier.scopusauthoridJiao, GS=36777307800en_HK
dc.identifier.scopusauthoridWong, MK=7403908449en_HK

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