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Article: Optimization of polystyrene-supported triphenylphosphine catalysts for aza-Morita–Baylis–Hillman reactions

TitleOptimization of polystyrene-supported triphenylphosphine catalysts for aza-Morita–Baylis–Hillman reactions
Authors
KeywordsMorita–Baylis–Hillman reaction
Polymer-supported reagents;
Triphenylphosphine
Polystyrene
Issue Date2005
PublisherPergamon. The Journal's web site is located at http://www.elsevier.com/locate/tet
Citation
Tetrahedron, 2005, v. 61 n. 51, p. 12026-12032 How to Cite?
AbstractA series of polar group functionalized polystyrene-supported phosphine reagents were examined as catalysts in the aza-Morita–Baylis–Hillman reactions of N-tosyl arylimines and a variety of Michael acceptors with the aim of identifying the optimal polymer/solvent combination. For these reactions JandaJel-PPh3 (1 mmol PPh3/g loading) resin containing methoxy groups (JJ-OMe-PPh3) on the polystyrene backbone in THF solvent provided the highest yield of all the catalyst/solvent combinations examined. The methyl ether groups were incorporated into JJ-OMe-PPh3 using commercially available 4-methoxystyrene, and thus such polar polystyrene resins are easily accessible and should find utility as nucleophilic catalyst supports.
Persistent Identifierhttp://hdl.handle.net/10722/54254
ISSN
2015 Impact Factor: 2.645
2015 SCImago Journal Rankings: 0.991
ISI Accession Number ID
References

 

DC FieldValueLanguage
dc.contributor.authorZhao, LJen_HK
dc.contributor.authorKwong, KWen_HK
dc.contributor.authorShi, Men_HK
dc.contributor.authorToy, PHen_HK
dc.date.accessioned2009-04-03T07:41:14Z-
dc.date.available2009-04-03T07:41:14Z-
dc.date.issued2005en_HK
dc.identifier.citationTetrahedron, 2005, v. 61 n. 51, p. 12026-12032en_HK
dc.identifier.issn0040-4020en_HK
dc.identifier.urihttp://hdl.handle.net/10722/54254-
dc.description.abstractA series of polar group functionalized polystyrene-supported phosphine reagents were examined as catalysts in the aza-Morita–Baylis–Hillman reactions of N-tosyl arylimines and a variety of Michael acceptors with the aim of identifying the optimal polymer/solvent combination. For these reactions JandaJel-PPh3 (1 mmol PPh3/g loading) resin containing methoxy groups (JJ-OMe-PPh3) on the polystyrene backbone in THF solvent provided the highest yield of all the catalyst/solvent combinations examined. The methyl ether groups were incorporated into JJ-OMe-PPh3 using commercially available 4-methoxystyrene, and thus such polar polystyrene resins are easily accessible and should find utility as nucleophilic catalyst supports.en_HK
dc.languageengen_HK
dc.publisherPergamon. The Journal's web site is located at http://www.elsevier.com/locate/teten_HK
dc.rightsCreative Commons: Attribution 3.0 Hong Kong License-
dc.subjectMorita–Baylis–Hillman reactionen_HK
dc.subjectPolymer-supported reagents;en_HK
dc.subjectTriphenylphosphineen_HK
dc.subjectPolystyreneen_HK
dc.titleOptimization of polystyrene-supported triphenylphosphine catalysts for aza-Morita–Baylis–Hillman reactionsen_HK
dc.typeArticleen_HK
dc.identifier.openurlhttp://library.hku.hk:4550/resserv?sid=HKU:IR&issn=0040-4020&volume=61&issue=51&spage=12026&epage=12032&date=2005&atitle=Optimization+of+polystyrene-supported+triphenylphosphine+catalysts+for+aza-Morita–Baylis–Hillman+reactionsen_HK
dc.identifier.emailToy, PH: phtoy@hkucc.hku.hken_HK
dc.identifier.emailToy, PH: phtoy@hkucc.hku.hken_HK
dc.description.naturepostprinten_HK
dc.identifier.doi10.1016/j.tet.2005.05.108en_HK
dc.identifier.scopuseid_2-s2.0-27944502100-
dc.identifier.hkuros117919-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-27944502100&selection=ref&src=s&origin=recordpage-
dc.identifier.isiWOS:000233784300002-
dc.identifier.scopusauthoridZhao, LJ=7404455456-
dc.identifier.scopusauthoridKwong, CKW=13306659700-
dc.identifier.scopusauthoridShi, M=7201370444-
dc.identifier.scopusauthoridToy, PH=7006579247-

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