Please use this identifier to cite or link to this item: http://scholarbank.nus.edu.sg/handle/10635/94703
Title: Reductive coupling of halogenothiophenes and halogenothiazoles catalysed by PdII in a basic alcohol medium
Authors: Xie, Y.
Tan, G.K.
Yan, Y.K.
Vittal, J.J. 
Ng, S.C. 
Hor, T.S.A. 
Issue Date: 7-Mar-1999
Source: Xie, Y.,Tan, G.K.,Yan, Y.K.,Vittal, J.J.,Ng, S.C.,Hor, T.S.A. (1999-03-07). Reductive coupling of halogenothiophenes and halogenothiazoles catalysed by PdII in a basic alcohol medium. Journal of the Chemical Society - Dalton Transactions (5) : 773-779. ScholarBank@NUS Repository.
Abstract: A 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.
Source Title: Journal of the Chemical Society - Dalton Transactions
URI: http://scholarbank.nus.edu.sg/handle/10635/94703
ISSN: 03009246
Appears in Collections:Staff Publications

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