title: A strategy utilizing a recyclable macrocycle transporter for the efficient synthesis of a triazolium-based [2]rotaxane.
abstract: 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.
authors.affiliation: Supramolecular Machines and ARchitectures Team, Institut des Biomolécules Max Mousseron (IBMM) UMR 5247 CNRS, UM1-UM2, Université Montpellier 2, Place Eugène Bataillon, case courrier 1706, Bât 17, 3ème étage, 34095 Montpellier Cedex 5 (France) http://www.glycorotaxane.fr.
authors.forename: Sovy
authors.initials: S
authors.lastname: Chao
authors.forename: Camille
authors.initials: C
authors.lastname: Romuald
authors.forename: Karine
authors.initials: K
authors.lastname: Fournel-Marotte
authors.forename: Caroline
authors.initials: C
authors.lastname: Clavel
authors.forename: Frédéric
authors.initials: F
authors.lastname: Coutrot
mesh_terms: D064751:Ammonium Compounds / Q000737:chemistry; D043844:Crown Ethers / Q000737:chemistry; D047028:Macrocyclic Compounds / Q000737:chemistry; D043862:Rotaxanes / Q000138:chemical synthesis / Q000737:chemistry*; D013388:Succinimides / Q000737:chemistry; D014230:Triazoles / Q000737:chemistry
chemical_list: D064751:Ammonium Compounds; D043844:Crown Ethers; D047028:Macrocyclic Compounds; D043862:Rotaxanes; D013388:Succinimides; D014230:Triazoles; C071087:dibenzo-24-crown-8; C001426:N-hydroxysuccinimide
keywords: macrocycles; rotaxanes; structure elucidation; supramolecular chemistry; template synthesis