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Synthesis 2000; 2000(1): 103-108
DOI: 10.1055/s-2000-6223
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Rotaxane Synthesis via Nucleophilic Substitution Reactions: The Trapping of Electrophilic Threads by Organic Anion-Wheel Complexes

Gosia M. Hübner* , Carin Reuter, Christian Seel, Fritz Vögtle
  • *Kekulé-Institut für Organische Chemie und Biochemie der Universität, Gerhard-Domagk-Str. 1, D-53121 Bonn, Germany; Fax +49 (2 28) 73 56 62; E-mail: voegtle@uni-bonn.de
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Publikationsdatum:
31. Dezember 2000 (online)

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Using the recently introduced trapping method based on the reaction of nucleophilic organic anion-macrolactam complexes with electrophilic building blocks, a series of new rotaxanes was synthesized upon formation of sulfide, N-tosylamide, thioester and phosphate bonds. The yields are high (41-88%) which underlines the versatility of the new synthetic concept.

anion complexation - rotaxanes - supramolecular chemistry - supramolecular nucleophiles - template synthesis