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

Authors

Chae S. Yi, Marquette UniversityFollow
Do W. Lee, Marquette University

Document Type

Article

Language

eng

Publication Date

8-2009

Publisher

American Chemical Society

Source Publication

Organometallics

Source ISSN

0276-7333

Original Item ID

DOI: 10.1021/om900416k

Abstract

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.

Comments

Accepted version. Organometallics, Vol. 28, No. 15 (August 2009): 4266–4268. DOI. © 2009 American Chemical Society. Used with permission.

Recommended Citation

Yi, Chae S. and Lee, Do W., "Regioselective Intermolecular Coupling Reaction of Arylketones and Alkenes Involving C-H Bond Activation Catalyzed by an in Situ Formed Cationic Ruthenium-Hydride Complex" (2009). Chemistry Faculty Research and Publications. 415.
https://epublications.marquette.edu/chem_fac/415