The formation of pseudo[3]rotaxane using dimers of per(5-carboxy-5-dehydroxymethyl)-cyclodextrins as ring components and secondary ammoniums as an axle is presented. This supramolecule is formed by the unique interaction of circularly arranged carboxylic acid dimers acting as hydrogen bonding acceptors covering the axle moiety. On these grounds, we could achieve the synthesis of the [3]rotaxane by capping the terminal groups through thiol-ene reactions.

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http://dx.doi.org/10.1021/acs.joc.4c02804DOI Listing

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