An Axle-Cycle Induction Strategy for the Synthesis of Chiral [2]Rotaxanes
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 pillar[5]arene (<b>DMP5A</b>) by induction remains uncharted territory. In this study, we provide a method for synthesizing chiral rotaxanes based on <b>DMP5A</b> <i>via</i> an axle-cycle induction strategy. Amino acid derivatives serve as both chiral axles and chiral inducers for <b>DMP5A</b>, enabling the diastereoselective construction of chiral [2]rotaxanes. This axle-cycle induction strategy not only offers a synthetic method for <b>DMP5A</b>-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.
Authors
- Zhigang Ni (ORCID: https://orcid.org/0000-0002-0109-3275)
- Xiancai Lu (ORCID: https://orcid.org/0000-0001-8977-2661)
- Conghao Shi
- Juli Jiang (ORCID: https://orcid.org/0000-0001-5778-6380)
- Yong Liang (ORCID: https://orcid.org/0000-0001-5026-6710)
- Guofeng Xu
- Wang Xie (ORCID: https://orcid.org/0009-0003-6627-9702)
- Xiaoqi Wang (ORCID: https://orcid.org/0000-0002-2700-1017)
- Leyong Wang (ORCID: https://orcid.org/0000-0001-5775-3714)
- Ranran Wang (ORCID: https://orcid.org/0009-0000-7968-7834)
- Yang Zhou (ORCID: https://orcid.org/0000-0001-8017-1077)
- Shirong Ban
Institutions
- Nanjing Tech University (CN)
- Hangzhou Normal University (CN)
- Xi'an High Tech University (CN)
- Department of Chemistry and Earth Sciences (BY)
- Kementerian Pendidikan Malaysia (MY)
- State Key Laboratory of Analytical Chemistry for Life Science (CN)
- Nanjing University (CN)
Publication Details
- Journal
- Journal of the American Chemical Society
- Published
- 2025-10-03
- DOI
- https://doi.org/10.1021/jacs.5c10122
- Citations
- 1
- Primary Topic
- Supramolecular Chemistry and Complexes
- Type
- article
- Field-Weighted Citation Impact
- 0.94