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Article: Reductive coupling of halogenothiophenes and halogenothiazoles catalysed by PdII in a basic alcohol medium

TitleReductive coupling of halogenothiophenes and halogenothiazoles catalysed by PdII in a basic alcohol medium
Authors
Issue Date1999
Citation
Journal of the Chemical Society - Dalton Transactions, 1999, n. 5, p. 773-779 How to Cite?
AbstractA catalytic reductive coupling method has been developed whereby 2- and 3-bromo- and 2-iodothiophenes, 2-bromothiazole and 2-bromofuran are converted into their corresponding bithiophene, bithiazole and bifuran derivatives. The use of a basic alcohol medium favours the reductive coupling pathway over the hydrodehalogenation pathway, which is generally more facile when other reducing agents are used. The catalytic mechanisms are discussed. The syntheses and characterization of the proposed intermediate complexes, trans-[PdBr(C4H3S-C)(PPh3)2] 1, trans-[PdI(C4H3S-C)(PPh3)2] 2 and trans-(N,P)-[{PdBr(μ-C3H2NS-C2,N)(PPh 3)}2]·1/2CHCl3 3 support the proposed mechanism and the catalytic results. Single-crystal X-ray crystallographic structure determinations of 2 and 3 were carried out.
Persistent Identifierhttp://hdl.handle.net/10722/219525
ISSN
1999 Impact Factor: 2.31

 

DC FieldValueLanguage
dc.contributor.authorXie, Yang-
dc.contributor.authorTan, Geok Kheng-
dc.contributor.authorYan, Yaw Kai-
dc.contributor.authorVittal, Jagadese J.-
dc.contributor.authorNg, Siu Choon-
dc.contributor.authorHor, T. S Andy-
dc.date.accessioned2015-09-23T02:57:18Z-
dc.date.available2015-09-23T02:57:18Z-
dc.date.issued1999-
dc.identifier.citationJournal of the Chemical Society - Dalton Transactions, 1999, n. 5, p. 773-779-
dc.identifier.issn0300-9246-
dc.identifier.urihttp://hdl.handle.net/10722/219525-
dc.description.abstractA catalytic reductive coupling method has been developed whereby 2- and 3-bromo- and 2-iodothiophenes, 2-bromothiazole and 2-bromofuran are converted into their corresponding bithiophene, bithiazole and bifuran derivatives. The use of a basic alcohol medium favours the reductive coupling pathway over the hydrodehalogenation pathway, which is generally more facile when other reducing agents are used. The catalytic mechanisms are discussed. The syntheses and characterization of the proposed intermediate complexes, trans-[PdBr(C4H3S-C)(PPh3)2] 1, trans-[PdI(C4H3S-C)(PPh3)2] 2 and trans-(N,P)-[{PdBr(μ-C3H2NS-C2,N)(PPh 3)}2]·1/2CHCl3 3 support the proposed mechanism and the catalytic results. Single-crystal X-ray crystallographic structure determinations of 2 and 3 were carried out.-
dc.languageeng-
dc.relation.ispartofJournal of the Chemical Society - Dalton Transactions-
dc.titleReductive coupling of halogenothiophenes and halogenothiazoles catalysed by PdII in a basic alcohol medium-
dc.typeArticle-
dc.description.natureLink_to_subscribed_fulltext-
dc.identifier.scopuseid_2-s2.0-33750273073-
dc.identifier.issue5-
dc.identifier.spage773-
dc.identifier.epage779-

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