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.
Keywords: Hydrazide, hydrogen bonding, self-assembly, noncovalent synthesis, molecular duplex strands, supramolecular substitution, low molecular mass organic gelator, secondary electrostatic interaction, β-sheet structure of protein, calixarene skeleton, Rebek's imide based cylindrical capsule, artificial amino acid Hao, H NMR, 2D NOESY analysis, HOPG, Quadruple Hydrogen Bonded Heterodimer
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