Abstract
Abstract Rotaxanes comprising dibenzo-24-crown-8 and a symmetrical ammonium salt were desymmetrized by N-acylation. The shuttling behavior was investigated in detail. For the N,N-di-n-alkyl-type axle, the propionyl group was necessary to stop shuttling, whereas the acetyl group was bulky enough for the N,N-dibenzyl-type axle. According to the ΔS‡ term of the shuttling, the N-formyl and N-acetyl rotaxanes with an N,N-di-n-alkyl-type axle showed similar shuttling frequencies at room temperature.
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