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Synthesis 1996; 1996(3): 353-356
DOI: 10.1055/s-1996-4209
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Amide-Based Rotaxanes with Terephthal, Furan, Thiophene and Sulfonamide Subunits

F. Vögtle* , R. Jäger, M. Händel, S. Ottens-Hildebrandt, W. Schmidt
  • *Institut für Organische Chemie und Biochemie der Universität Bonn, Gerhard-Domagk-Str. 1, D-53121 Bonn, Germany, Fax +49(228)735662
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Publication Date:
31 December 2000 (online)

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The synthesis and characterization of new amide-based rotaxanes 6b-d containing terephthal, furan and thiophene subunits is described. Furthermore, the first rotaxanes ever obtained with sulfonamide bonds 6e, f are reported. These mechanically bonded compounds can be prepared in only few simple steps in nonstatistical high yields (up to 41%), which demonstrates that it is possible to significantly modify the structure of these species and of their components without disturbing the non-ionic template-effect responsible for the formation of their mechanical bonds.

macromonocycles - mechanical bond - template synthesis - threaded molecules - topological bond - [2]rotaxanes