Regioselective Intermolecular Coupling Reaction of Arylketones and Alkenes Involving C−H Bond Activation Catalyzed by an in Situ Formed Cationic Ruthenium Hydride Complex

The cationic ruthenium hydride complex, formed in situ from the treatment of the tetranuclear ruthenium hydride complex {[(PCy3)(CO)RuH]4(μ4-O)(μ3-OH)(μ2-OH)} with HBF4·OEt2, was found to be a highly effective catalyst for the intermolecular coupling reaction of arylketones and 1-alkenes to give the...

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Bibliographic Details
Published in:Organometallics 2009-08, Vol.28 (15), p.4266-4268
Main Authors: Yi, Chae S, Lee, Do W
Format: Article
Language:English
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Summary:The cationic ruthenium hydride complex, formed in situ from the treatment of the tetranuclear ruthenium hydride complex {[(PCy3)(CO)RuH]4(μ4-O)(μ3-OH)(μ2-OH)} with HBF4·OEt2, was found to be a highly effective catalyst for the intermolecular coupling reaction of arylketones and 1-alkenes to give the substituted indene and ortho-C−H insertion products. The formation of the indene products resulted from the initial alkene isomerization followed by regioselective ortho-C−H insertion of 2-alkene and dehydrative cyclization. The preliminary mechanistic studies revealed a rapid and reversible ortho-C−H bond activation followed by the rate-limiting C−C bond formation step for the coupling reaction.
ISSN:0276-7333
1520-6041
DOI:10.1021/om900416k