title: Transient azomethine-ylides from a stable amino-carbene and an aldiminium salt.
abstract: Catalytic amounts of a protic reagent such as tert-butyl alcohol promote the isomerization of a stable amino-aryl-carbene into a transient azomethine ylide. Deprotonation of an alkyl-aldiminium salt also leads to a transient azomethine ylide, but labeling experiments rule out the transient formation of the corresponding amino-alkyl-carbene. The potential hypersurface between model amino-carbene, aziridine, and azomethine ylide is investigated.
authors.affiliation: Laboratoire d'Hétérochimie Fondamentale et Appliquée du CNRS (UMR 5069), Université Paul Sabatier, 118, route de Narbonne, F-31062 Toulouse Cedex 04, France.
authors.forename: Xavier
authors.initials: X
authors.lastname: Cattoën
authors.forename: Stéphane
authors.initials: S
authors.lastname: Solé
authors.forename: Christian
authors.initials: C
authors.lastname: Pradel
authors.forename: Heinz
authors.initials: H
authors.lastname: Gornitzka
authors.forename: Karinne
authors.initials: K
authors.lastname: Miqueu
authors.forename: Didier
authors.initials: D
authors.lastname: Bourissou
authors.forename: Guy
authors.initials: G
authors.lastname: Bertrand