European Journal of Organic Chemistry · 2003 · 359 citations · 58 references
Natural SciencesChemistryCatalysisInorganic ChemistryOrganic ChemistryCatalyst DesignCatalyst SynthesisCatalytic MaterialsCatalytic MechanismsMetal CatalysisOrganic SynthesisAlkylation ReactionsAlkyne ActivationAlkyne Complex CatalysisAlkyne Gold ComplexesCatalyst ActivationRegioselectivity
Abstract The hydroarylation of aryl‐substituted alkynes by substituted electron‐rich arenes is catalyzed by AuCl 3 activated by such silver salts as AgSbF 6 . In the case of terminal alkynes, complete regioselectivity in favor of the 1,1‐disubstituted olefin is observed. In the case of electron‐poor alkynes such as acetylenecarboxylic acid ester, gold( I ) complexes such as [Ph 3 PAuCl] activated by Ag salts or BF 3 ·OEt 2 are the best catalysts, resulting in opposite regioselectivity and high degrees of ( Z )‐selectivity. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
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Efficient catalytic addition of aromatic carbon-hydrogen bonds to olefins
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