title: C-H bond activation by radical ion pairs derived from R3P/Al(C6F5)3 frustrated Lewis pairs and N2O.
abstract: Al(C6F5)3/R3P [R = tert-butyl (tBu), mesityl (Mes), naphthyl (Nap)] frustrated Lewis pairs react with N2O to form species having the formula R3P(N2O)Al(C6F5)3, which react with additional alane to generate proposed frustrated radical ion pairs formulated as [R3P·][(μ-O·)(Al(C6F5)3)2] that can activate C-H bonds. For R = tBu, C-H activation of a tBu group affords [tBu2PMe(C(CH2)Me)][(μ-OH)(Al(C6F5)3)2]. In the case of R = Mes, the radical cation salt [Mes3P·][(μ-HO)(Al(C6F5)3)2] is isolated, while for R = Nap, the activation of toluene and bromobenzene gives [(Nap)3PCH2Ph][(μ-OH)(Al(C6F5)3)2] and [(Nap)3PC6H4Br][(μ-HO)(Al(C6F5)3)2], respectively.
authors.affiliation: Department of Chemistry, University of Toronto, 80 St. George Street, Toronto, Ontario, Canada M5S 3H6.
authors.forename: Gabriel
authors.initials: G
authors.lastname: Ménard
authors.forename: Jillian A
authors.initials: JA
authors.lastname: Hatnean
authors.forename: Hugh J
authors.initials: HJ
authors.lastname: Cowley
authors.forename: Alan J
authors.initials: AJ
authors.lastname: Lough
authors.forename: Jeremy M
authors.initials: JM
authors.lastname: Rawson
authors.forename: Douglas W
authors.initials: DW
authors.lastname: Stephan