Sulfonamide-based catenanes - regioselective template synthesis

Sulfonamide-based catenanes - regioselective template synthesis

The first catenanes containing sulfonamide units were synthesized. Selective formation of the in/out isomer 7 can be explained by host‐guest interactions that cause a regioselective templating effect. Replacement of O2S‐NH by O2S‐NMe increases the yield significantly (from 10 to 19%). The sulfonamid...

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Veröffentlicht in:Liebigs Annalen 1995-10, Vol.1995 (10), p.1855-1860
Hauptverfasser: Ottens-Hildebrandt, Stephan, Schmidt, Thomas, Harren, Jörg, Vögtle, Fritz
Format: Artikel
Sprache:eng
Schlagworte:
Catenane synthesis
Intertwining mechanism
Macrocycles
Molecular recognition
Sulfonamides
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Zusammenfassung:The first catenanes containing sulfonamide units were synthesized. Selective formation of the in/out isomer 7 can be explained by host‐guest interactions that cause a regioselective templating effect. Replacement of O2S‐NH by O2S‐NMe increases the yield significantly (from 10 to 19%). The sulfonamide catenane 7 has a topologically chiral structure.
ISSN:0947-3440
1099-0690
DOI:10.1002/jlac.1995199510260