Chiral Amide Rotaxanes with Glucose Stoppers – Synthesis, Chiroptical Properties and Wheel-Axle Interactions

✍ Scribed by Thomas Schmidt; Roland Schmieder; Walter Manfred Müller; Bernd Kiupel; Fritz Vögtle

• Publisher: John Wiley and Sons
• Year: 1998
• Tongue: English
• Weight: 344 KB
• Volume: 1998
• Category: Article
• ISSN: 1434-193X
• DOI: 10.1002/(sici)1099-0690(199809)1998:9<2003::aid-ejoc2003>3.0.co;2-u

✦ Synopsis

In this paper we report on amide rotaxanes with achiral wheels 2a and 2b and chiral axle indicate intermolecular host-guest interactions, likewise. After an tetrabenzoylglucose stoppers. When acetyl groups are used instead of benzoyl groups, merely a pseudo-rotaxane 5 is addition of a solution of NaOMe the wheel is slipping off immediately and quantitatively by hydrolysis, as the obtained. The circular dichroism measurements of the rotaxanes 6a and 6b differ significantly from that one of the benzoylglucose stoppers decrease in size by hydrolysis. free axle 7. Similarly, the Cotton effects of the mixtures of