Title

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

Document Type

Article

Language

eng

Format of Original

3 p.

Publication Date

8-2009

Publisher

American Chemical Society

Source Publication

Organometallics

Source ISSN

0276-7333

Original Item ID

DOI: 10.1021/om900416k; PubMed Central, PMCID: PMC2805103

Abstract

The cationic ruthenium hydride complex, formed in situ from the treatment of the tetranuclear ruthenium hydride complex {[(PCy3)(CO)RuH]44-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.

Comments

Organometallics, Vol. 28, No. 15 (August 2009): 4266–4268. DOI.