PdCl2(P(OPh)3)2 catalyzed coupling and carbonylative coupling of phenylacetylenes with aryl iodides in organic solvents and in ionic liquids

Efficient cross-coupling and carbonylative coupling of terminal alkynes with aryl iodides catalyzed by PdCl2(P(OPh)3)2 in the presence of NEt3 in toluene and in ionic liquids is described. In imidazolium ionic liquids, [bmim]PF6 or [mokt]PF6 (bmim = 1-butyl-3-methyl imidazolium cation, mokt = 1-meth...

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Bibliographic Details
Published in:Catalysis letters 2006-06, Vol.109 (1-2), p.37-41
Main Authors: SANS, Victor, TRZECIAK, Anna M, LUIS, Santiago, ZIOLKOWSKI, Jozef J
Format: Article
Language:English
Subjects:
Alkynes
Aromatic compounds
Carbonyls
Catalysis
Cations
Chemistry
Cross coupling
Dimerization
Exact sciences and technology
General and physical chemistry
Iodides
Ionic liquids
Ions
Solvents
Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry
Toluene
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Summary:Efficient cross-coupling and carbonylative coupling of terminal alkynes with aryl iodides catalyzed by PdCl2(P(OPh)3)2 in the presence of NEt3 in toluene and in ionic liquids is described. In imidazolium ionic liquids, [bmim]PF6 or [mokt]PF6 (bmim = 1-butyl-3-methyl imidazolium cation, mokt = 1-methyl-3-octyl imidazolium cation) catalyst was recycled and used in four concecutive catalytic cycles with high activity. In the absence of aryl iodide the same catalytic system catalyzed head-to-tail dimerization of phenylacetylene to the 1,3-diphenyl enyne, trans-PhC ≡ C–C(Ph)=CH2, with a yield of 85%.
ISSN:1011-372X
1572-879X
DOI:10.1007/s10562-006-0053-7