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

Authors

  • Frédéric Coutrot Dr.,

    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
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  • Eric Busseron

    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
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Abstract

original image

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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