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Issue 8, 2015
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Synthesis of triazolium-based mono- and tris-branched [1]rotaxanes using a molecular transporter of dibenzo-24-crown-8

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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.

Graphical abstract: Synthesis of triazolium-based mono- and tris-branched [1]rotaxanes using a molecular transporter of dibenzo-24-crown-8

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Publication details

The article was received on 11 May 2015, accepted on 28 May 2015 and first published on 02 Jun 2015


Article type: Edge Article
DOI: 10.1039/C5SC01722J
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Citation: Chem. Sci., 2015,6, 4828-4836
  • Open access: Creative Commons BY-NC license
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    Synthesis of triazolium-based mono- and tris-branched [1]rotaxanes using a molecular transporter of dibenzo-24-crown-8

    P. Waelès, C. Clavel, K. Fournel-Marotte and F. Coutrot, Chem. Sci., 2015, 6, 4828
    DOI: 10.1039/C5SC01722J

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