Interplay between cyclization and polymerization in ditopic cavitand monomers

Quinoxaline kite velcrands were functionalized with a ureidopyrimidone moiety at the lower rim, in order to combine multiple hydrogen bonding and solvophobic interactions to build dual-coded supramolecular structures. The orthogonality of the selected binding motifs has been demonstrated by NMR studies, as well as the reversible nature of the obtained assemblies. At low concentration, the presence of a ring-chain equilibrium has been established by 1H NMR experiments, and confirmed by static and dynamic light scattering measurements.