A Strategy Utilizing a Recyclable Macrocycle Transporter for the Efficient Synthesis of aTriazolium-Based [2]Rotaxane - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Angewandte Chemie International Edition Année : 2014

A Strategy Utilizing a Recyclable Macrocycle Transporter for the Efficient Synthesis of aTriazolium-Based [2]Rotaxane

Résumé

A general synthesis of triazolium-containing [2]rotaxanes, which could not be accessed by other methods, is reported. It is based on a sequential strategy starting from a well-designed macrocycle transporter which contains a template for dibenzo-24-crown-8 and a N-hydroxysuccinimide (NHS) moiety. The sequence is: 1) synthesis by slippage of a [2]rotaxane building-block; 2) its elongation at its NHS end; 3) the delivery of the macrocycle to the elongated part of the axle by an induced translational motion; 4) the contraction process to yield the targeted [2]rotaxane and recycle the initial transporter.

Dates et versions

hal-01025792 , version 1 (18-07-2014)

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Citer

Sovy Chao, Camille Romuald, Karine Fournel-Marotte, Caroline Clavel, Frédéric Coutrot. A Strategy Utilizing a Recyclable Macrocycle Transporter for the Efficient Synthesis of aTriazolium-Based [2]Rotaxane. Angewandte Chemie International Edition, 2014, 53 (27), pp.6914-6919. ⟨10.1002/anie.201403765⟩. ⟨hal-01025792⟩
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