Design and Synthesis of New Macrocyclic Cyclophanes Using 1,3-Dioxane Units as Bridges:  A Molecular “Rocking Chair”

Abstract

The design, synthesis and structural analysis of architecturally new cyclophanes (monomers, dimers, and trimers) are reported. Variable temperature NMR experiments reveal a regular, tandem dynamic in the cyclophane 2a that enables its description as a "molecular rocking chair". The NMR and X-ray structure investigations show important intra- and intermolecular aromatic pi-stacking interactions.