New monosubstituted derivatives of pillar[5]arenes containing 2-hydroxyethylamide and 3-hydroxypropylamide fragments were obtained. The comparative analysis of the synthesized compounds has been carried out with decasubstituted compounds for the first time. The structure of the obtained compounds was established by various chemical methods like 1H NMR, 13C NMR, IR spectroscopy and mass spectrometry. By NMR and IR spectroscopy, it was identified that the length of the dimethylene fragment and the absence of hydrogen bonding led to the free rotation of aryl fragments in pillar[5]arenes containing one or ten 2-amidoethanol fragments through the macrocyclic cavity.

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