ArticleChemical science2024
Kinetically controlled synthesis of rotaxane geometric isomers.
Article in Chemical science, 2024. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Who cites it
5 citing papers in PubMed.
- Selective Synthesis of [2]Rotaxane Orientational Isomers With Precisely Arranged Luminogens: Toward Orientation-Dependent Emissions for Information Storage and Encryption.Angewandte Chemie (International ed. in English) · 2026Article
- Rotaxane synthesisRSC advances · 2025Article
- Spotlight on Mechanosterics: A Bulky Macrocycle Promotes Functional Group Reactivity in a [2]Rotaxane.Journal of the American Chemical Society · 2025Article
- Conjugated bis(enaminones) as effective templates for rotaxane assembly and their post-synthetic modifications.Communications chemistry · 2024Article
- The End of the Beginning of Mechanical Stereochemistry.Accounts of chemical research · 2024Article
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Authors and funding
8 authors.
Funding
Abstract
Geometric isomerism in mechanically interlocked systems-which arises when the axle of a mechanically interlocked molecule is oriented, and the macrocyclic component is facially dissymmetric-can provide enhanced functionality for directional transport and polymerization catalysis. We now introduce a kinetically controlled strategy to control geometric isomerism in [2]rotaxanes. Our synthesis provides the major geometric isomer with high selectivity, broadening synthetic access to such interlocked structures. Starting from a readily accessible [2]rotaxane with a symmetrical axle, one of the two stoppers is activated selectively for stopper exchange by the substituents on the ring component. High selectivities are achieved in these reactions, based on coupling the selective formation reactions leading to the major products with inversely selective depletion reactions for the minor products. Specifically, in our reaction system, the desired (major) product forms faster in the first step, while the undesired (minor) product subsequently reacts away faster in the second step. Quantitative
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Registered trials
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