FLEXIBLE, LONG-CHAIN ALKANEDIAMINES AS BUILDING-BLOCKS FOR CATENANES - STERIC HINDRANCE OF CIRCUMROTATION BY DERIVATIZATION

Authors
BAUMANN S JAGER R AHUIS F KRAY B VOGTLE F
Citation
S. Baumann et al., FLEXIBLE, LONG-CHAIN ALKANEDIAMINES AS BUILDING-BLOCKS FOR CATENANES - STERIC HINDRANCE OF CIRCUMROTATION BY DERIVATIZATION, Liebigs Annalen, (4), 1997, pp. 761-766
Citations number
35
Categorie Soggetti
Chemistry
Journal title
Liebigs Annalen → ACNP
ISSN journal
09473440
Issue
4
Year of publication
1997
Pages
761 - 766
Database
ISI
SICI code
0947-3440(1997):4<761:FLAABF>2.0.ZU;2-M
Abstract
New catenanes of the amide-linked type, such as 11, with one macrocycl e containing two (CH2)(12) chains are synthesized from long-chain alka nediamines in yields of up to 21%. Consequently, the preorganization a fforded by fixed and angular building units - so far considered essent ial - proves not to be necessary. The new sulfonamide catenanes exhibi t high conformational flexibility. However, the circumrotation of one of the macrocycles can be hindered by substitution with bipyridine uni ts at the sulfonamide nitrogen.