ArticleChemical science2020
Diastereoselective synthesis of [1]rotaxanes
Article in Chemical science, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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Who cites it
7 citing papers in PubMed.
- Tangled Tail of Mechanically Interlocked Peptides.Journal of the American Chemical Society · 2026Review
- Rotaxane synthesisRSC advances · 2025Article
- Crown Ether-Peptide Rotaxanes.Angewandte Chemie (International ed. in English) · 2025Article
- Control of the assembly of a cyclic hetero[4]pseudorotaxane from a self-complementary [2]rotaxane.Chemical science · 2023Article
- Stimuli-Responsive Catenane-Based Catalysts.Angewandte Chemie (International ed. in English) · 2023Article
- A Co-conformationally "Topologically" Chiral Catenane.Journal of the American Chemical Society · 2022Article
- Mechanically Interlocked Chiral Self-Templated [2]Catenanes from 2,6-Bis(1,2,3-triazol-4-yl)pyridine (btp) Ligands.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
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Authors and funding
8 authors.
Funding
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Abstract
Despite the impressive number of interlocked molecules described in the literature over the past 30 years, only a few stereoselective syntheses of mechanically chiral rotaxanes have been reported so far. In this study, we present the first diastereoselective synthesis of mechanically planar chiral [1]rotaxanes, that has been achieved using the active template Cu-mediated alkyne-azide cycloaddition reaction. This synthetic method has been applied to the preparation of a [1]rotaxane bearing a labile stopper that can then be substituted without disruption of the mechanical bond. This approach paves the way for the synthesis of a wide variety of mechanically planar chiral [1]rotaxanes, hence allowing the study of the properties and potential applications of this class of interlocked molecular architectures.
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