Hydrazide as An Excellent Hydrogen Bonding Building Block in Supramolecular Chemistry

Based on the discovery of hydrazide dimer supramolecular synthon, various supramolecular structures were successfully constructed. Attaching hydrazide unit into a quinolinone skeleton led to a new quadruply hydrogen bonding mode. With properly encoded hydrogen bonding sites the oligohydrazide strands self-assembled into duplex strands. Linear arrangement of two hydrazide units led to a new supramolecular zipper system. If the two hydrazide units were linked with a 120° spacer, the resulting molecules spontaneously selfassembled into shape-persistent cyclic hexamers with high dynamic and kinetic stability in solution.