Synthesis of a macrocyclic oligomer of pyridylbenzoxazole utilizing dynamic covalent bonds and its unsymmetric conversion

A new unsymmetric macrocycle was synthesized by an effective and high yield 3-step synthesis, which was composed of macrocyclization, irreversible conversion, and desymmetrization. The dynamic nature of imine bonds as well as selective conversion based on strain release were utilized. Moreover, the unsymmetric macrocycle formed an interesting bivalve-like 2 : 1 complex with zinc. A high-yield synthesis of an unsymmetric macrocycle by a desymmetrizing approach has been achieved.