Synthesis and anion binding properties of 2,5-diamidothiophene polypyrrole Schiff base macrocycles

被引：42

作者：

Sessler, JL

Roznyatovskiy, V

Pantos, GD

Borisova, NE

Reshetova, MD

Lynch, VM

Khrustalev, VN

Ustynyuk, YA

机构：

[1] Univ Texas, Dept Chem & Biochem, Austin, TX 78712 USA

[2] Univ Texas, Inst Cellular & Mol Biol, Austin, TX 78712 USA

[3] Moscow MV Lomonosov State Univ, Dept Chem, Moscow 119899, Russia

[4] AN Nesmeyanov Organoelement Cpds Inst, Moscow 119991, Russia

来源：

ORGANIC LETTERS | 2005年 / 7卷 / 23期

关键词：

D O I：

10.1021/ol052162b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two easy-to-synthesize polypyrrolic 2,5-diamidothiophene Schiff base macrocycles are reported, along with their anion binding properties as determined via UV-vis spectroscopic titrations carried out in dichloroethane. There is a striking difference between the interactions with anions of the two macrocycles, a finding ascribed to differences in their rigidity. For example, the more flexible dipyrromethane-derived macrocycle displays a 1.2:1 hydrogen sulfate versus nitrate selectivity, while its more rigid bipyrrole-derived congener shows a 7.4:1 selectivity in favor to hydrogen sulfate.

引用

页码：5277 / 5280

页数：4

共 45 条

[1] Anion recognition properties of new upper-rim cobaltocenium calix[4]arene receptors [J].