ArticleNature chemistry2022
Mechanically axially chiral catenanes and noncanonical mechanically axially chiral rotaxanes.
Article in Nature chemistry, 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 10 papers.
What it found
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Who cites it
10 citing papers in PubMed.
- Crown Ether-Peptide Rotaxanes.Angewandte Chemie (International ed. in English) · 2025Article
- Chiral light-matter interactions in solution-processable semiconductors.Nature reviews. Chemistry · 2025Review
- The End of the Beginning of Mechanical Stereochemistry.Accounts of chemical research · 2024Article
- Molecular entanglement can strongly increase basicity.Communications chemistry · 2024Review
- Facial Selectivity in Mechanical Bond Formation: Axially Chiral Enantiomers and Geometric Isomers from a Simple Prochiral Macrocycle.Journal of the American Chemical Society · 2024Article
- The Final Stereogenic Unit of [2]Rotaxanes: Type 2 Geometric Isomers.Journal of the American Chemical Society · 2024Article
- Mechanically Planar-to-Point Chirality Transmission in [2]Rotaxanes.Journal of the American Chemical Society · 2024Article
- Cyclodextrin-based rotaxanes for polymer materials: challenge on simultaneous realization of inexpensive production and defined structures.Beilstein journal of organic chemistry · 2024Review
- A catenane that is topologically achiral despite being composed of oriented rings.Nature chemistry · 2023Article
- A Co-conformationally "Topologically" Chiral Catenane.Journal of the American Chemical Society · 2022Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
Chirality typically arises in molecules because of a rigidly chiral arrangement of covalently bonded atoms. Less generally appreciated is that chirality can arise when molecules are threaded through one another to create a mechanical bond. For example, when two macrocycles with chemically distinct faces are joined to form a catenane, the structure is chiral, although the rings themselves are not. However, enantiopure mechanically axially chiral catenanes in which the mechanical bond provides the sole source of stereochemistry have not been reported. Here we re-examine the symmetry properties of these molecules and in doing so identify a straightforward route to access them from simple chiral building blocks. Our analysis also led us to identify an analogous but previously unremarked upon rotaxane stereogenic unit, which also yielded to our co-conformational auxiliary approach. With methods to access mechanically axially chiral molecules in hand, their properties and applications can now be explored.
Identifiers
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Registered trials
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