title: Mild and selective reduction of imines: formation of an unsymmetrical macrocycle.
abstract: During investigations of 5, a [3 + 3] Schiff-base macrocycle with six imines, a partially reduced Schiff-base macrocycle, 6, possessing one CH(2)NH and five imine groups was obtained. Control experiments and deuterium labeling indicate that the macrocycle is reduced by a benzimidazoline generated during the reaction. Benzimidazolines may be convenient reagents for the mild and selective reduction of imines.
authors.affiliation: Department of Chemistry, University of British Columbia, 2036 Main Mall, Vancouver, BC, Canada V6T 1Z1.
authors.forename: Amanda J
authors.initials: AJ
authors.lastname: Gallant
authors.forename: Brian O
authors.initials: BO
authors.lastname: Patrick
authors.forename: Mark J
authors.initials: MJ
authors.lastname: MacLachlan
mesh_terms: D003500:Cyclization; D007097:Imines / Q000138:chemical synthesis* / Q000737:chemistry; D008958:Models, Molecular; D015394:Molecular Structure; D010084:Oxidation-Reduction
chemical_list: D007097:Imines