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- Publisher Website: 10.1073/pnas.2118573119
- Scopus: eid_2-s2.0-85126674272
- PMID: 35290119
- WOS: WOS:000775488100017
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Article: Syntheses of three-dimensional catenanes under kinetic control
Title | Syntheses of three-dimensional catenanes under kinetic control |
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Authors | |
Keywords | Cationic cages Mechanically interlocked molecules Nontrivial topologies Suitanes Triple [π...π] interactions |
Issue Date | 2022 |
Citation | Proceedings of the National Academy of Sciences of the United States of America, 2022, v. 119, n. 12, article no. e2118573119 How to Cite? |
Abstract | Although catenanes comprising two ring-shaped components can be made in large quantities by templation, the preparation of three-dimensional (3D) catenanes with cage-shaped components is still in its infancy. Here, we report the design and syntheses of two 3D catenanes by a sequence of SN2 reactions in one pot. The resulting triply mechanically interlocked molecules were fully characterized in both the solution and solid states. Mechanistic studies have revealed that a suit[3]ane, which contains a threefold symmetric cage component as the suit and a tribromide component as the body, is formed at elevated temperatures. This suit[3]ane was identified as the key reactive intermediate for the selective formation of the two 3D catenanes which do not represent thermodynamic minima. We foresee a future in which this particular synthetic strategy guides the rational design and production of mechanically interlocked molecules under kinetic control. |
Persistent Identifier | http://hdl.handle.net/10722/327739 |
ISSN | 2023 Impact Factor: 9.4 2023 SCImago Journal Rankings: 3.737 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Wu, Yong | - |
dc.contributor.author | Guo, Qing Hui | - |
dc.contributor.author | Qiu, Yunyan | - |
dc.contributor.author | Weber, Jacob A. | - |
dc.contributor.author | Young, Ryan M. | - |
dc.contributor.author | Bancroft, Laura | - |
dc.contributor.author | Jiao, Yang | - |
dc.contributor.author | Chen, Hongliang | - |
dc.contributor.author | Song, Bo | - |
dc.contributor.author | Liu, Wenqi | - |
dc.contributor.author | Feng, Yuanning | - |
dc.contributor.author | Zhao, Xingang | - |
dc.contributor.author | Li, Xuesong | - |
dc.contributor.author | Zhang, Long | - |
dc.contributor.author | Chen, Xiao Yang | - |
dc.contributor.author | Li, Hao | - |
dc.contributor.author | Wasielewski, Michael R. | - |
dc.contributor.author | Stoddart, J. Fraser | - |
dc.date.accessioned | 2023-04-24T05:09:38Z | - |
dc.date.available | 2023-04-24T05:09:38Z | - |
dc.date.issued | 2022 | - |
dc.identifier.citation | Proceedings of the National Academy of Sciences of the United States of America, 2022, v. 119, n. 12, article no. e2118573119 | - |
dc.identifier.issn | 0027-8424 | - |
dc.identifier.uri | http://hdl.handle.net/10722/327739 | - |
dc.description.abstract | Although catenanes comprising two ring-shaped components can be made in large quantities by templation, the preparation of three-dimensional (3D) catenanes with cage-shaped components is still in its infancy. Here, we report the design and syntheses of two 3D catenanes by a sequence of SN2 reactions in one pot. The resulting triply mechanically interlocked molecules were fully characterized in both the solution and solid states. Mechanistic studies have revealed that a suit[3]ane, which contains a threefold symmetric cage component as the suit and a tribromide component as the body, is formed at elevated temperatures. This suit[3]ane was identified as the key reactive intermediate for the selective formation of the two 3D catenanes which do not represent thermodynamic minima. We foresee a future in which this particular synthetic strategy guides the rational design and production of mechanically interlocked molecules under kinetic control. | - |
dc.language | eng | - |
dc.relation.ispartof | Proceedings of the National Academy of Sciences of the United States of America | - |
dc.subject | Cationic cages | - |
dc.subject | Mechanically interlocked molecules | - |
dc.subject | Nontrivial topologies | - |
dc.subject | Suitanes | - |
dc.subject | Triple [π...π] interactions | - |
dc.title | Syntheses of three-dimensional catenanes under kinetic control | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1073/pnas.2118573119 | - |
dc.identifier.pmid | 35290119 | - |
dc.identifier.scopus | eid_2-s2.0-85126674272 | - |
dc.identifier.volume | 119 | - |
dc.identifier.issue | 12 | - |
dc.identifier.spage | article no. e2118573119 | - |
dc.identifier.epage | article no. e2118573119 | - |
dc.identifier.eissn | 1091-6490 | - |
dc.identifier.isi | WOS:000775488100017 | - |