A deep, water-soluble cavitand acts as a phase-transfer catalyst for hydrophobic species

被引:58
作者
Hooley, Richard J.
Biros, Shannon M.
Rebek, Julius, Jr.
机构
[1] Skaggs Inst Chem Biol, La Jolla, CA 92037 USA
[2] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
关键词
aqueous reactions; hydrophobic effect; molecular recognition; NMR spectroscopy; phase-transfer catalysis;
D O I
10.1002/anie.200600405
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Overcoming inhibition: A deep, water-soluble cavitand has been shown to extract various N-substituted maleimides into aqueous solution through the hydrophobic effect. These complexes react with a water-soluble thiol to confer water solubility to the product, thus leading to a drastic reduction in binding affinity and allowing this system to function as a phase-transfer catalyst. (Chemical Equation Presented). © 2006 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:3517 / 3519
页数:3
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