Pyridine-based cavitands for acid and carboxylate recognition

被引：2

作者：

Edwards, Nicola ^{[1
]}

Helgeson, Roger ^{[1
]}

Zhao, Yi-Lei ^{[1
]}

Houk, K. N. ^{[1
]}

机构：

[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA

来源：

MOLECULAR CRYSTALS AND LIQUID CRYSTALS | 2006年 / 456卷

关键词：

carboxylate acid complexation; cavitand pyridine; recognition receptor;

D O I：

10.1080/15421400600788682

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

[GRAPHICS] The design, syntheses and binding capabilities of two novel cavitand-based receptors are described. Receptor 1, contains a cyclic array of pyridine moieties in its appendages and was synthesized in a single step from the known tetrol: refluxing tetrol with 2-bromomethyl 6-hydroxymethylpyridine under basic conditions. Receptor 2 was obtained by stirring 1 in TFA. The binding capabilities of these receptors were explored using molecular mechanics calculations and NMR titration studies. Receptor 1 displayed recognition properties towards acids but only if proton transfer between receptor and substrate was facilitated. Aromatic carboxylate recognition was displayed by receptor 2.

引用

页码：175 / 192

页数：18