Flexible, Long-Chain Alkanediamines as Building Blocks for Catenanes - Steric Hindrance of Circumrotation by Derivatization

Flexible, Long-Chain Alkanediamines as Building Blocks for Catenanes - Steric Hindrance of Circumrotation by Derivatization

New catenanes of the amide‐linked type, such as 11 with one macrocycle containing two (CH2)12 chains are synthesized from long‐chain alkanediamines in yields of up to 21%. Consequently, the preorganization afforded by fixed and angular building units – so far considered essential – proves not to be...

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Veröffentlicht in:Liebigs Annalen 1997-04, Vol.1997 (4), p.761-766
Hauptverfasser: Baumann, Sven, Jäger, Ralf, Ahuis, Friedrich, Kray, Bernd, Vögtle, Fritz
Format: Artikel
Sprache:eng
Schlagworte:
Catenanes
Circumrotation
Host-guest chemistry
Macrocycles
Mechanical bonds
Template syntheses
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container_end_page 766
container_issue 4
container_start_page 761
container_title Liebigs Annalen
container_volume 1997
creator Baumann, Sven
Jäger, Ralf
Ahuis, Friedrich
Kray, Bernd
Vögtle, Fritz
description New catenanes of the amide‐linked type, such as 11 with one macrocycle containing two (CH2)12 chains are synthesized from long‐chain alkanediamines in yields of up to 21%. Consequently, the preorganization afforded by fixed and angular building units – so far considered essential – proves not to be necessary. The new sulfonamide catenanes exhibit high conformational flexibility. However, the circumrotation of one of the macrocycles can be hindered by substitution with bipyridine units at the sulfonamide nitrogen.
doi_str_mv 10.1002/jlac.199719970420
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source Wiley Online Library Journals Frontfile Complete
subjects Catenanes
Circumrotation
Host-guest chemistry
Macrocycles
Mechanical bonds
Template syntheses
title Flexible, Long-Chain Alkanediamines as Building Blocks for Catenanes - Steric Hindrance of Circumrotation by Derivatization
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