A New Glycorotaxane Molecular Machine Based on an Anilinium and a Triazolium Station

A glycorotaxane molecular machine: The mannosyl [2]rotaxane shuttle contains an original triazolium station, an anilinium station, and a mannoside stopper. The mild synthesis of the [2]rotaxane can be carried out by a templated approach using a two-step sequence: 1) “click chemistry” and 2) N-methylation of the 1,2,3-triazole. The dibenzo[24]crown-8 (DB24C8) has a better affinity for the anilinium station than for the triazolium one. After deprotonation, the DB24C8 moves around the triazolium station.