ArticleAngewandte Chemie (International ed. in English)2016
Synthesis and Dynamics of Nanosized Phenylene-Ethynylene-Butadiynylene Rotaxanes and the Role of Shape Persistence.
Article in Angewandte Chemie (International ed. in English), 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 19 papers.
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Who cites it
19 citing papers in PubMed.
- Covalent-Bond-Directed Synthesis of Rotaxanes from Macrocyclic Diaryliodonium Salts.Organic letters · 2026Article
- Covalent Template-Directed Synthesis: A Powerful Tool for the Construction of Complex Molecules.Chemical reviews · 2025Review
- Flexible Phenanthracene Nanotubes for Explosive Detection.Journal of the American Chemical Society · 2024Article
- Knotting matters: orderly molecular entanglements.Chemical Society reviews · 2022Review
- Ring-Over-Ring Deslipping From Imine-Bridged Heterorotaxanes.Frontiers in chemistry · 2022Article
- Covalent [2]Catenane and [2]Rotaxane Synthesis via a δ-Amino Acid Template.ACS organic & inorganic Au · 2021Article
- Nanopatterns of molecular spoked wheels as giant homologues of benzene tricarboxylic acids.Chemical science · 2021Article
- Replication of Sequence Information in Synthetic Oligomers.Accounts of chemical research · 2021Article
- [2]Catenane Synthesis via Covalent Templating.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Over one century after discovery: pyrylium salt chemistry emerging as a powerful approach for the construction of complex macrocycles and metallo-supramolecules.Chemical science · 2020Review
- A Covalent and Modular Synthesis of Homo- and Hetero[The Journal of organic chemistry · 2020Article
- Cap control: cyclicRSC advances · 2019Article
- Sequence information transfer using covalent template-directed synthesis.Chemical science · 2019Article
- Synthesis of spiro quasi[1]catenanes and quasi[1]rotaxanes via a templated backfolding strategy.Nature communications · 2017Article
- A Short Covalent Synthesis of an All-Carbon-Ring [2]Rotaxane.Organic letters · 2017Article
- Macrocyclic shape-persistency of cyclo[6]aramide results in enhanced multipoint recognition for the highly efficient template-directed synthesis of rotaxanes.Chemical science · 2017Article
- Interactions between shape-persistent macromolecules as probed by AFM.Beilstein journal of organic chemistry · 2017Article
- Flexibility Coexists with Shape-Persistence in Cyanostar Macrocycles.Journal of the American Chemical Society · 2016Article
- Synthesis and Dynamics of Nanosized Phenylene-Ethynylene-Butadiynylene Rotaxanes and the Role of Shape Persistence.Angewandte Chemie (International ed. in English) · 2016Article
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4 authors.
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Abstract
Phenylacetylene-based [2]rotaxanes were synthesized by a covalent-template approach by aminolysis of the corresponding prerotaxanes. The wheel and the bulky stoppers are made of phenylene-ethynylene-butadiynylene macrocycles of the same size. The stoppers are large enough to enable the synthesis and purification of the rotaxane. However, the wheel unthreads from the axle at elevated temperatures. The deslipping kinetics and the activation parameters were determined. We described theoretically the unthreading by state-of-the-art DFT-based molecular-mechanics models and a string method for the simulation of rare events. This approach enabled us to characterize in detail the unthreading mechanism, which involves the folding of the stopper during its passage through the wheel opening, a process that defies intuitive geometrical considerations. The conformational and energetic features of the transition allowed us to infer the molecular residues controlling the disassembly timescale.
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