Copper(I)-Assembled [3]Rotaxane Whose Two Rings Act as Flapping Wings - Normandie Université Access content directly
Journal Articles Journal of the American Chemical Society Year : 2012

Copper(I)-Assembled [3]Rotaxane Whose Two Rings Act as Flapping Wings

Antoine Joosten
Yann Trolez
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  • PersonId : 957915
Valérie Heitz
Jean-Pierre Sauvage
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  • PersonId : 922318

Abstract

A new copper-complexed [3]rotaxane consisting of two coordinating 30-membered rings threaded by a two-binding-site axis has been prepared in good yield from relatively simple organic fragments. The main specificity of the system originates from the stoppering reaction, based on “click” chemistry, and thus from the presence of two triazole groups at positions next to the bidentate chelates of the axis central part. The geometry of the coordinating atoms belonging to the axis is such that the triazole groups can either be part of the coordinating fragments when the metal center is 5-coordinate or be not at all involved in coordination to the metal when the latter is 4-coordinate. To be more specific, when the two complexed metal centers are monovalent copper(I) centers, the triazoles are not included in the metal coordination sphere, whereas when the metal centers are Cu(II) or Zn2+, the triazole groups are bound to the metals. This is easily explained by the fact that Cu(I) is preferably 4-coordinate and Cu(II) and Zn2+ are 5-coordinate. The interconversion between both situations (4- or 5-coordinate) can be quantitatively induced by metal exchange (Cu(I)/Zn2+) or by a redox process (Cu(II)/Cu(I)). It leads to important geometrical changes and in particular to a strong modification of the angle between the two rings. As a consequence, the two threaded rings undergo a motion which is reminiscent of a wing-flapping movement similar to that of birds. This flapping motion is fast and quantitative. It should lead to new functional molecular machines in the future.
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hal-02548585 , version 1 (20-04-2020)

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Antoine Joosten, Yann Trolez, Jean-Paul Collin, Valérie Heitz, Jean-Pierre Sauvage. Copper(I)-Assembled [3]Rotaxane Whose Two Rings Act as Flapping Wings. Journal of the American Chemical Society, 2012, 134 (3), pp.1802-1809. ⟨10.1021/ja210113y⟩. ⟨hal-02548585⟩
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