Synthesis and self-assembly of novel oxacalix[2]arene[2]triazine amphiphiles

Heteracalixaromatics are an emerging generation of macrocyclic host molecules in supramolecular chemistry. As a typical example of heteracalixaromatics, oxacalix[2]arene[2]triazine adopts a shape-persistent 1,3-alternate conformation and can be easily functionalized. Taking it as a platform, a serie...

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Bibliographic Details
Published in:Science China. Chemistry 2016-10, Vol.59 (10), p.1306-1310
Main Authors: Xu, Ruibin, Hou, Baoyong, Wang, Dexian, Wang, Meixiang
Format: Article
Language:English
Subjects:
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Hydrogen bonds
Photon correlation spectroscopy
Self-assembly
Tetrahydrofuran
三嗪
分子自组装
动态光散射
合成
大环分子
杯芳烃
自组装行为
超分子化学
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Summary:Heteracalixaromatics are an emerging generation of macrocyclic host molecules in supramolecular chemistry. As a typical example of heteracalixaromatics, oxacalix[2]arene[2]triazine adopts a shape-persistent 1,3-alternate conformation and can be easily functionalized. Taking it as a platform, a series of oxacalix[2]arene[2]triazine-based amphiphiles bearing long alkyl chains were synthesized through post-macrocyclization functionalization or 3＋1 fragment coupling protocols. The self-assembly behavior of these arnphiphiles in a mixture of tetrahydrofuran （THF） and water was investigated. Dynamic light scattering （DLS） measurements revealed that the size of the self-assembled aggregates is dependent on the structure of the amphiphiles. The long alkyl chain substituents and/or interrnolecular hydrogen bonds were found to promote the self-assembly.
ISSN:1674-7291
1869-1870
DOI:10.1007/s11426-016-0169-3