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基于阴离子-π作用构筑尺寸可调的囊泡
Size-Regulable Vesicles Based on Anion–π Interactions
【Author】 Qing He;Zhi-Tang Huang;De-Xian Wang;CAS Key Laboratory of Molecular Recognition and Function,institute of chemistry,cas;CAS Key Laboratory of Molecular Recognition and Function,institute of chemistry;
【机构】 中国科学院化学研究所分子识别与功能院重点实验室;
【摘要】 本文以四氧杂杯[2]芳烃[2]三嗪为衍生平台通过片断偶联法[1]合成了一系列新型的两亲分子。这些两亲分子在水与四氢呋喃的混合溶剂中可自组装形成稳定的囊泡。由于在囊泡的表面布满了缺电子的V形空腔,因此不同的阴离子可以选择性的改变囊泡的平均水合半径。阴离子对囊泡尺寸的影响顺序为:F-<ClO4-<SCN-<BF4-<Br-<Cl-<NO3-。这个序列与阴离子和四氧杂杯[2]芳烃[2]三嗪之间的作用强度是一致的[2]。这表明,阴离子-π作用很可能要强于他其弱相互作用而主导了这种选择性。此外,本文还用荧光手段初步研究了氯离子穿透囊泡膜的过程。本文不仅为杂杯杂芳烃可作为一类新型两亲分子来构筑功能囊泡提供了可能性,而且为进一步在水溶液甚至是生命体系中研究阴离子-π作用开辟了道路。
【Abstract】 Taking tetraoxacalix[2]arene[2]triazine as a functionalization platform,a series of novel amphiphilic molecules were synthesized through a fragment coupling protocol.These amphiphilic molecules self-assembled into stable vesicles in a mixture of THF and water,with the surface of the vesicles engineered by electron-deficient cavities.Various anions are able to selectively influence the size of self-assembled vesicles,following the order of F-< ClO4-< SCN-< BF4-< Br-< Cl-< NO3-,as revealed by DLS measurements.Such a sequence was independent with the hydration cost and in agreement with the binding strength of anions with tetraoxacalix[2]arene[2]triazine host molecule,indicating anion-π interaction most probably competed over other possible weak interactions and accounted for this interesting selectivity.In addition,the chloride permeation process across the membrane of the vesicles was also preliminarily studied by means of fluorescent experiments.
- 【会议录名称】 中国化学会第29届学术年会摘要集——第18分会:超分子组装与软物质材料
- 【会议名称】中国化学会第29届学术年会
- 【会议时间】2014-08-04
- 【会议地点】中国北京
- 【分类号】O621.25
- 【主办单位】中国化学会