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Regioselective Intermolecular Coupling Reaction of Arylketones and Alkenes Involving C-H Bond Activation Catalyzed by an In-Situ Formed Cationic Ruthenium-Hydride Complex. Organometallics 2009 Aug 10;28(15):4266-4268

Date

02/18/2010

Pubmed ID

20161548

Pubmed Central ID

PMC2805103

DOI

10.1021/om900416k

Scopus ID

2-s2.0-68149161072 (requires institutional sign-in at Scopus site)   42 Citations

Abstract

The cationic ruthenium-hydride complex, formed in-situ from the treatment of the tetranuclear ruthenium-hydride complex {[(PCy(3))(CO)RuH](4)(mu(4)-O)(mu(3)-OH)(mu(2)-OH)} with HBF(4).OEt(2), 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 was resulted from the initial alkene isomerization followed by regioselective ortho-C-H insertion of 2-alkene and the 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.

Author List

Yi CS, Lee DW

Author

Chae Yi PhD Professor, Inorganic and Organometallic Chemistry, Homogeneous Catalysis in the Chemistry department at Marquette University