title: Tautomerization in naphthalenediimines: a keto-enamine Schiff base macrocycle.
abstract: [reaction: see text] A new [3 + 3] Schiff base macrocycle incorporating naphthalene groups has been prepared. By examination of its properties, X-ray crystallography of model compounds, and calculations, it has been determined that the macrocycle exists predominantly as the keto-enamine tautomer. This unexpected tautomerization presents an unusual hexaketo interior in the macrocycle.
authors.affiliation: Department of Chemistry, University of British Columbia, Vancouver, Canada.
authors.forename: Amanda J
authors.initials: AJ
authors.lastname: Gallant
authors.forename: Michael
authors.initials: M
authors.lastname: Yun
authors.forename: Marc
authors.initials: M
authors.lastname: Sauer
authors.forename: Charles S
authors.initials: CS
authors.lastname: Yeung
authors.forename: Mark J
authors.initials: MJ
authors.lastname: MacLachlan