Guests of differing polarities provide insight into structural requirements for templates of water-soluble nano-capsules

被引：26
作者：
Gibb, Corinne L. D. [1 ]
Gibb, Bruce C. [1 ]
机构：
[1] Univ New Orleans, Dept Chem, New Orleans, LA 70148 USA
来源：
TETRAHEDRON | 2009年 / 65卷 / 35期
基金：
美国国家卫生研究院;
关键词：
HYDROGEN-BONDS; MOLECULAR CAPSULES; BASIC SOLUTION; COORDINATION; ENCAPSULATION; ACETALS; NANOENVIRONMENTS; PHOTOCHEMISTRY; NANOCAPSULE; ASSEMBLIES;
D O I：
10.1016/j.tet.2009.01.106
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Guests covering a range of polarities were examined for their ability to bind to a water-soluble cavitand and trigger its assembly into a supramolecular capsule. Specifically the guests examined were: tridecane 2,1-dodecanol 3, 2-nonyloxy ethanol (ethylene glycol monononyl ether) 4,2-(2-hexyloxyethoxy) ethanol (di(ethylene glycol) hexyl ether) 5, 2-[2-(2 propoxyethoxy)ethoxy] ethanol (tri(ethylene glycol) propyl ether) 6, and bis [2-(2-hydroxyethoxy)ethyl] ether (tetra(ethylene glycol)) 7. In this series, guest 6 proved to signify the boundary between assembly and the formation of 2:1 complexes, and simple 1: 1 complexation. Thus, guests 2-5 formed relatively kinetically stable capsules, guest 6 formed a capsule that was unstable relative to the NMR timescale, and guest 7 formed a simple 1:1 complex. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：7240 / 7248
页数：9
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