title: C-F bond-cleavage reactions of fluoroalkanes with magnesium reagents and without metal catalysts.
abstract: An unexpected C-F bond-cleavage reaction of unactivated fluoroalkanes with the well-known Grignard reagents without using metal catalysts has been discovered. For example, a reaction between 1-fluorooctane and phenyl magnesium chloride gave n-octylbenzene in moderate yield. This coupling reaction via the activation of an unactivated alkyl carbon-fluorine bond proceeds with phenylmagnesium chloride, whereas methylmagnesium chloride did not give the C-C cross-coupling product but rather a halogen exchange product.
authors.affiliation: Department of Chemistry, Faculty of Science, Fukuoka University, 8-19-1 Nanakuma, Jonan-ku, Fukuoka 814-0180, Japan.
authors.forename: Kouki
authors.initials: K
authors.lastname: Matsubara
authors.forename: Tomoka
authors.initials: T
authors.lastname: Ishibashi
authors.forename: Yuji
authors.initials: Y
authors.lastname: Koga