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
Current Organic Chemistry
Title: Hydrazide as An Excellent Hydrogen Bonding Building Block in Supramolecular Chemistry
Volume: 15 Issue: 9
Author(s): Yong Yang, Wei-Jun Chu, Jia-Wei Liu and Chuan-Feng Chen
Affiliation:
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
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.
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Cite this article as:
Yang Yong, Chu Wei-Jun, Liu Jia-Wei and Chen Chuan-Feng, Hydrazide as An Excellent Hydrogen Bonding Building Block in Supramolecular Chemistry, Current Organic Chemistry 2011; 15 (9) . https://dx.doi.org/10.2174/138527211795378272
DOI https://dx.doi.org/10.2174/138527211795378272 |
Print ISSN 1385-2728 |
Publisher Name Bentham Science Publisher |
Online ISSN 1875-5348 |
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