title: Unexpected ring expansion of an enantiopure imidazoline carbene ligand.
abstract: [reaction: see text] We report an unexpected ring expansion reaction of an enantiopure fenchone-derived imidazolinium salt during attempts to form copper complexes of the corresponding imidazoline carbene ligand. A N,N'-difenchyl piperazinone was formed in low yield together with the difenchyl-substituted five-membered urea.
authors.affiliation: Department of Chemistry, Loughborough University, UK.
authors.forename: Adela Sanchez
authors.initials: AS
authors.lastname: Pelegrí
authors.forename: Mark R J
authors.initials: MR
authors.lastname: Elsegood
authors.forename: Vickie
authors.initials: V
authors.lastname: McKee
authors.forename: George W
authors.initials: GW
authors.lastname: Weaver
mesh_terms: D002384:Catalysis; D018360:Crystallography, X-Ray; D006575:Heterocyclic Compounds, 3-Ring / Q000138:chemical synthesis* / Q000737:chemistry; D048288:Imidazolines / Q000138:chemical synthesis* / Q000737:chemistry; D008968:Molecular Conformation; D015394:Molecular Structure; D010879:Piperazines / Q000138:chemical synthesis* / Q000737:chemistry; D014508:Urea / Q000031:analogs & derivatives / Q000737:chemistry*
chemical_list: D006575:Heterocyclic Compounds, 3-Ring; D048288:Imidazolines; D010879:Piperazines; D014508:Urea