title: Incorporation of a molecular hinge into molecular tweezers by using tandem cycloadditions onto 5,6-dimethylenenorbornene.
abstract: Site-selective 1,3-dipolar coupling at the norbornene pi-bond of 5,6-dimethylenenorbornene 1 yields cycloadducts with an end-fused 1,3-diene system which have been reacted with N=N (or C=C) dienophiles to produce ribbon molecules, in which the internal diazacyclohexene (or cyclohexene) subunits are capable of acting as conformational hinges. Direct coupling of 5,6-dimethylenenorbornene with 1,3,4-oxadiazoles or dual coupling with bis(cyclobutene epoxides) afforded bis(1,3-dienes) that diastereoselectively react with dienophiles to produce new, conformationally mobile, molecular tweezers.
authors.affiliation: Centre for Molecular Architecture, Central Queensland University, Australia. r.warrener@cqu.edu.au
authors.forename: R N
authors.initials: RN
authors.lastname: Warrener
authors.forename: D N
authors.initials: DN
authors.lastname: Butler
authors.forename: L
authors.initials: L
authors.lastname: Liu
authors.forename: D
authors.initials: D
authors.lastname: Margetic
authors.forename: R A
authors.initials: RA
authors.lastname: Russell