Hydrogenation reactions of alkenes were catalyzed by zirconium–alkene complex derivatives which were prepared from Cp2ZrCl2 (Cp = η5-C5H5) and n equiv. of RR′CHCH2M (M = MgX or Li). By the use of three or more equiv. of EtMgBr relative to Cp2ZrCl2, the product yield of hydrogenation of 1-decene was remarkably improved most likely due to the stabilization of the Zr(II) species.
Addition of one equivalent of RCH2CH2MgX to Cp2ZrMe2 (Cp = C5H5) in the presence of PMe3 led to a transmetalation reaction to afford zirconocene-alkene complexes Cp2Zr(RCH=CH2)(PMe3) in good yields along with the formation of MeMgX.
Reactions of zirconocene-alkene complexes with aldehydes gave alcohols as coupling products after hydrolysis. The carbon-carbon bond formation proceeded at C1 carbon of alkenes, in sharp contrast to the reactions of alkene-alkene coupling on zirconium. A similar alcohol was also obtained by the reaction of zirconacyclopentane with aldehyde after hydrolysis. Treatment of (C5Me5)2ZrEt2 with styrene gave 2-phenylbutane after hydrolysis contrary to the case of Cp2ZrEt2 which afforded 1-phenylbutane.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.