title: Goldberg Active Template Synthesis of a [2]Rotaxane Ligand for Asymmetric Transition-Metal Catalysis.
abstract: We report on the active template synthesis of a [2]rotaxane through a Goldberg copper-catalyzed C-N bond forming reaction. A C2-symmetric cyclohexyldiamine macrocycle directs the assembly of the rotaxane, which can subsequently serve as a ligand for enantioselective nickel-catalyzed conjugate addition reactions. Rotaxanes are a previously unexplored ligand architecture for asymmetric catalysis. We find that the rotaxane gives improved enantioselectivity compared to a noninterlocked ligand, at the expense of longer reaction times.
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, United Kingdom.
authors.forename: Steven
authors.initials: S
authors.lastname: Hoekman
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, United Kingdom.
authors.forename: Matthew O
authors.initials: MO
authors.lastname: Kitching
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, United Kingdom.
authors.forename: David A
authors.initials: DA
authors.lastname: Leigh
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, United Kingdom.
authors.forename: Marcus
authors.initials: M
authors.lastname: Papmeyer
authors.affiliation: School of Chemistry, University of Manchester, Oxford Road, Manchester, M13 9PL, United Kingdom.
authors.forename: Diederik
authors.initials: D
authors.lastname: Roke