title: Selective catalytic C-H alkylation of alkenes with alcohols.
abstract: Alkenes and alcohols are among the most abundant and commonly used organic feedstock in industrial processes. We report a selective catalytic alkylation reaction of alkenes with alcohols that forms a carbon-carbon bond between vinyl carbon-hydrogen (C-H) and carbon-hydroxy centers with the concomitant loss of water. The cationic ruthenium complex [(C(6)H(6))(PCy(3))(CO)RuH](+)BF(4)(-) (Cy, cyclohexyl) catalyzes the alkylation in solution within 2 to 8 hours at temperatures ranging from 75° to 110°C and tolerates a broad range of substrate functionality, including amines and carbonyls. Preliminary mechanistic studies are inconsistent with Friedel-Crafts-type electrophilic activation of the alcohols, suggesting instead a vinyl C-H activation pathway with opposite electronic polarization.
authors.affiliation: Department of Chemistry, Marquette University, Milwaukee, WI 53201-1881, USA.
authors.forename: Dong-Hwan
authors.initials: DH
authors.lastname: Lee
authors.forename: Ki-Hyeok
authors.initials: KH
authors.lastname: Kwon
authors.forename: Chae S
authors.initials: CS
authors.lastname: Yi