title: Synthesis and structure of m-terphenyl-based cyclophanes with nitrogen intra-annular functional groups.
abstract: [structure: see text] Herein we describe an efficient synthesis of cyclophanes comprised of intra-annular nitrogen functional groups through a template-promoted cyclization by ring-closing metathesis (RCM). The synthesis proceeds through condensation of meta-styryl anilines with acenaphthenequinone to form the templates, followed by RCM with Grubb's second-generation catalyst to afford cyclophanes with internal alpha-diimine functionality. Prolonged hydrogenation efficiently removes the template to provide a macrocycle containing the diamine functionality.
authors.affiliation: Chemistry Department, University of California-Irvine, Irvine, California 92697-2025, USA.
authors.forename: Drexel H
authors.initials: DH
authors.lastname: Camacho
authors.forename: Eric V
authors.initials: EV
authors.lastname: Salo
authors.forename: Zhibin
authors.initials: Z
authors.lastname: Guan