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A New Glycorotaxane Molecular Machine Based on an Anilinium and a Triazolium Station

  1. Frédéric Coutrot Dr.,
  2. Eric Busseron

Article first published online: 11 APR 2008

DOI: 10.1002/chem.200800480

Issue

Chemistry - A European Journal

Chemistry - A European Journal

Volume 14, Issue 16, pages 4784–4787, May 29, 2008

Additional Information

How to Cite

Coutrot, F. and Busseron, E. (2008), A New Glycorotaxane Molecular Machine Based on an Anilinium and a Triazolium Station. Chemistry - A European Journal, 14: 4784–4787. doi: 10.1002/chem.200800480

Author Information

  1. Institut des Biomolécules Max Mousseron (IBMM), UMR 5247CNRS-Universités Montpellier 2 et 1, Bâtiment de Recherche Max Mousseron, Ecole Nationale Supérieure de Chimie de Montpellier, 8, rue de l'Ecole Normale, 34296 Montpellier Cedex 5, France, Fax: (+33) 4 67-14-43-44

Publication History

  1. Issue published online: 20 MAY 2008
  2. Article first published online: 11 APR 2008
  3. Manuscript Received: 14 MAR 2008

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Keywords:

  • click chemistry;
  • glycorotaxanes;
  • molecular machines;
  • template synthesis;
  • triazolium

Graphical Abstract

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A glycorotaxane molecular machine: The mannosyl [2]rotaxane shuttle contains an original triazolium station, an anilinium station, and a mannoside stopper. The mild synthesis of the [2]rotaxane can be carried out by a templated approach using a two-step sequence: 1) “click chemistry” and 2) N-methylation of the 1,2,3-triazole. The dibenzo[24]crown-8 (DB24C8) has a better affinity for the anilinium station than for the triazolium one. After deprotonation, the DB24C8 moves around the triazolium station.

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