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

Synthesis and self-assembly of novel oxacalix[2]arene[2]triazine amphiphiles
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DOI:
10.1007/s11426-016-0169-3
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发表时间:
2016-08
期刊:
Science China Chemistry
影响因子:
--
通讯作者:
R. Xu;Bao-Yong Hou;De‐Xian Wang;Mei-Xiang Wang
R. Xu;Bao-Yong Hou;De‐Xian Wang;Mei-Xiang Wang
中科院分区:
其他
文献类型:
--
作者:
R. Xu;Bao-Yong Hou;De‐Xian Wang;Mei-Xiang Wang

文献摘要

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杂杯芳烃是超分子化学中新一代的大环主体分子。氧杂杯[2]芳烃[2]三嗪作为杂杯芳烃的一个典型例子,具有形状稳定的1,3-交替构象,并且可以容易地被官能化。以此为平台,通过大环化后功能化或3+1片段偶联等方法合成了一系列含长烷基链的氧杂杯[2]芳烃[2]三嗪两亲化合物。研究了这类两亲分子在四氢呋喃(THF)和水的混合溶剂中的自组装行为。动态光散射(DLS)测量表明,自组装聚集体的大小取决于两亲物的结构。长烷基链取代基和/或分子间氢键被发现促进自组装。
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 amphiphiles 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 intermolecular hydrogen bonds were found to promote the self-assembly.