“…Although recent papers described on one hand the use of the "click chemistry" as an efficient route to triazolrotaxanes [7] and on another hand the recognition study of anions by 1,2,3-triazolium receptors, [8] the N-methyltriazolium moiety has never been described as a molecular station for DB24C8 so far. However, since Busch et al reported the ability for the DB24C8 to interact strongly with ammonium cation, [9] a wide variety of other template moieties, such as benzylic ammonium, [10] N-benzylic anilinium, [11] N,N'-di-A C H T U N G T R E N N U N G alkyl-4,4'-bipyridinium, [12] 1,2-bis(pyridinium)ethane cations, [13] The already reported N-alkylanilinium was chosen as the templated moiety for the preparation of the [2]rotaxane 3, and, at the same time, as the best molecular station for DB24C8 in the targeted molecular machine 4. The cationic electron-poor aromatic ring N-methyltriazolium should be able to interact with the DB24C8 either by p-p stacking with the electron-rich catechol ring, by ion-dipole interactions between the cationic charge and the oxygens of the macrocycle or by hydrogen bond between the vinylic hydrogen of the triazolium and the oxygens of the macrocycle.…”