Hydrogen-Bonded Capsules in Water

被引:81
作者
Zhang, Kang-Da [2 ,3 ]
Ajami, Dariush [2 ,3 ]
Rebek, Julius [1 ,2 ,3 ]
机构
[1] Fudan Univ, Dept Chem, Shanghai 200433, Peoples R China
[2] Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[3] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
基金
美国国家科学基金会;
关键词
STABILIZATION; SPACES;
D O I
10.1021/ja410644p
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Hydrogen-bonded capsules constrain molecules into small spaces, where they exhibit behavior that is inaccessible in bulk solution. Water competes with the formation of hydrogen bonds, and other forces for assembly, such as metal/ligand interactions or hydrophobic effects, have been applied. Here we report the reversible assembly of a water-soluble cavitand to a robust capsule host in the presence of suitable hydrophobic guests. The complexes are characterized by conventional NMR methods. Selectivity for guest length and fluorescence quenching of a stilbene guest are used as evidence for hydrogen bonding in the capsule.
引用
收藏
页码:18064 / 18066
页数:3
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