Chiral eighteen-component three-dimensional supramolecular entities stabilized by the hydrogen bonding and coordination interactions

Abstract A new class of chiral eighteen-component three-dimensional supramolecular entities has been assembled in toluene and chloroform from twelve zinc porphyrin-appended 2-(ethylamino)- pyrimido[4,5- b ][1,8]naphthyridin-4(3 H )-one monomers and six chiral bipyridyl compounds. The heterocyclic segments form two C 6 -symmetric cyclic hexamers, which are stabilized by a well-established DDA–AAD hydrogen bonding motif, while the six chiral bispyridine ligands are coordinated to the corresponding zinc porphyrin units to give the two-layered architectures. The structures have been characterized by the 1 H NMR, UV–vis and circular dichroism experiments, which also reveals that, when the concentration of the monomers is high enough, the chiral supramolecular entity can be formed exclusively.