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Article: The application of non-cross-linked polystyrene-supported triphenylarsine in Stille coupling reactions

TitleThe application of non-cross-linked polystyrene-supported triphenylarsine in Stille coupling reactions
Authors
Lau, KCYChiu, P
KeywordsChemistry
Organic chemistry
Issue Date2007
PublisherElsevier Ltd.
Citation
Tetrahedron Letters, 2007, v. 48 n. 10, p. 1813–1816 How to Cite?
DOI: http://dx.doi.org/10.1016/j.tetlet.2007.01.005
AbstractNCPS-AsPh3 is a soluble polymer-supported triphenylarsine that performed equally well compared to free triphenylarsine as ligands in the Stille cross-coupling reaction of organic electrophiles and organostannanes, with the advantage that it can be conveniently and efficiently separated from the reaction by precipitation, and recycled for further use. The performance of this non-cross-linked polystyrene-supported arsine was found to be generally superior in Stille coupling reactions over the analogous polymer-supported phosphine, paralleling observations on the free ligands. Palladium-catalyzed modification of the polymer-supported arsine was possible through Pd-Ar/As-Ph exchange. Exploiting the ease of isolation of the polymer-supported reagent, the modified arsine is recycled for reuse in the Stille reaction and has led to a reduction in the yield of undesired scrambling products. © 2007 Elsevier Ltd. All rights reserved.
Persistent Identifierhttp://hdl.handle.net/10722/54248
ISSN
0040-4039
2023 Impact Factor: 1.5
2023 SCImago Journal Rankings: 0.323
ISI Accession Number ID
WOS:000244643800031
References
References in Scopus

 

DC FieldValueLanguage
dc.contributor.authorLau, KCY-
dc.contributor.authorChiu, P-
dc.date.accessioned2009-04-03T07:41:04Z-
dc.date.available2009-04-03T07:41:04Z-
dc.date.issued2007-
dc.identifier.citationTetrahedron Letters, 2007, v. 48 n. 10, p. 1813–1816-
dc.identifier.issn0040-4039-
dc.identifier.urihttp://hdl.handle.net/10722/54248-
dc.description.abstractNCPS-AsPh3 is a soluble polymer-supported triphenylarsine that performed equally well compared to free triphenylarsine as ligands in the Stille cross-coupling reaction of organic electrophiles and organostannanes, with the advantage that it can be conveniently and efficiently separated from the reaction by precipitation, and recycled for further use. The performance of this non-cross-linked polystyrene-supported arsine was found to be generally superior in Stille coupling reactions over the analogous polymer-supported phosphine, paralleling observations on the free ligands. Palladium-catalyzed modification of the polymer-supported arsine was possible through Pd-Ar/As-Ph exchange. Exploiting the ease of isolation of the polymer-supported reagent, the modified arsine is recycled for reuse in the Stille reaction and has led to a reduction in the yield of undesired scrambling products. © 2007 Elsevier Ltd. All rights reserved.en_HK
dc.languageeng-
dc.publisherElsevier Ltd.-
dc.rightsThis work is licensed under a Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International License.-
dc.subjectChemistryen_HK
dc.subjectOrganic chemistryen_HK
dc.titleThe application of non-cross-linked polystyrene-supported triphenylarsine in Stille coupling reactions-
dc.typeArticle-
dc.identifier.emailChiu, P: pchiu@hku.hk-
dc.identifier.authorityChiu, P=rp00680-
dc.description.naturepostprinten_HK
dc.identifier.doi10.1016/j.tetlet.2007.01.005en_HK
dc.identifier.scopuseid_2-s2.0-33846818693en_HK
dc.identifier.hkuros131594-
dc.relation.referenceshttp://www.scopus.com/mlt/select.url?eid=2-s2.0-33846818693&selection=ref&src=s&origin=recordpageen_HK
dc.identifier.volume48en_HK
dc.identifier.issue10en_HK
dc.identifier.spage213-
dc.identifier.epage227-
dc.identifier.isiWOS:000244643800031-
dc.publisher.placeHong Kong-
dc.identifier.scopusauthoridLau, KCY=35074369600en_HK
dc.identifier.scopusauthoridChiu, P=11140148700en_HK
dc.identifier.issnl0040-4039-

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