Chiral amide rotaxanes with glucose stoppers - Synthesis, chiroptical properties and wheel-axle interactions

被引：0
|
作者：
Schmidt, T [1 ]
Schmieder, R [1 ]
Muller, WM [1 ]
Kiupel, B [1 ]
Vogtle, F [1 ]
机构：
[1] Univ Bonn, Kekule Inst Organ Chem & Biochem, D-53121 Bonn, Germany
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 1998年 / 1998卷 / 09期
关键词：
supramolecular chemistry; rotaxanes; mechanical bond; molecular recognition; chirality;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
In this paper we report on amide rotaxanes with tetrabenzoylglucose stoppers. When acetyl groups are used instead of benzoyl groups, merely a pseudo-rotaxane 5 is obtained. The circular dichroism measurements of the rotaxanes 6a and 6b differ significantly from that one of the free axle 7. Similarly, the Cotton effects of the mixtures of achiral wheels 2a and 2b and chiral axle indicate intermolecular host-guest interactions, likewise. After an addition of a solution of NaOMe the wheel is slipping off immediately and quantitatively by hydrolysis, as the benzoylglucose stoppers decrease in size by hydrolysis.
引用
收藏
页码：2003 / 2007
页数：5
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