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Synthesis of triazolium-based mono- and tris-branched [1]rotaxanes using a molecular transporter of
P Waelès1, C Clavel1, K Fournel-Marotte1
1Supramolecular Machines and Architectures Team , Faculté des Sciences , Institut des Biomolécules Max Mousseron (IBMM) UMR 5247 CNRS , Université Montpellier , ENSCM , case courrier 1706, Bâtiment Chimie (17), 3ème étage, Place Eugène Bataillon , 34095 Montpellier cedex 5 , France . Email: frederic.coutrot@univ-montp2.fr ; http://www.glycorotaxane.fr ; ; Tel: +33 4 67 14 38 43.
Abstract:
We report a diverted route to [1]rotaxane and tris-branched [1]rotaxane that are devoid of any efficient template and which could not be obtained by classical straightforward strategies. The described chemical route relies on the utilization of a "macrocycle transporter", which is able first to bind a macrocycle, second to link temporarily a triazolium-containing molecular axle, and third to deliver the macrocycle around the new docked axle through molecular machinery in a [1]rotaxane structure. The extended encircled thread is eventually cleaved by an amine or a triamine to afford the triazolium-containing [1]rotaxanes, releasing at the same time, the macrocycle transporter as a recyclable species.
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