Hydrazide as An Excellent Hydrogen Bonding Building Block in Supramolecular Chemistry

Author(s): Yong Yang , Wei-Jun Chu , Jia-Wei Liu , Chuan-Feng Chen .

Journal Name: Current Organic Chemistry

Volume 15 , Issue 9 , 2011

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Abstract:

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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Article Details

VOLUME: 15
ISSUE: 9
Year: 2011
Page: [1302 - 1313]
Pages: 12
DOI: 10.2174/138527211795378272
Price: $58

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