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Chiral rotaxanes have attracted considerable attention due to their distinctive properties resulting from their unique mechanically interlocked structures. However, the construction of chiral rotaxanes based on the dynamic racemic pillar5arene ( DMP5A ) by induction remains uncharted territory. In this study, we provide a method for synthesizing chiral rotaxanes based on DMP5A via an axle-cycle induction strategy. Amino acid derivatives serve as both chiral axles and chiral inducers for DMP5A, enabling the diastereoselective construction of chiral 2rotaxanes. This axle-cycle induction strategy not only offers a synthetic method for DMP5A -based chiral rotaxanes with stereochemical control but also provides a foundation for chiral stationary-phase high-performance liquid chromatography (HPLC)-free (CSP-free) synthesis of mechanically interlocked molecules.
Wang et al. (2025) studied this question.