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Article: Radical Cyclic [3]Daisy Chains

TitleRadical Cyclic [3]Daisy Chains
Authors
Keywordsanion templation
cyclic macromolecules
mechanically interlocked molecules
molecular daisy chains
radical chemistry
redox-controlled switching
SDG9: Industry, innovation, and infrastructure
supramolecular daisy chains
Issue Date2021
Citation
Chem, 2021, v. 7, n. 1, p. 174-189 How to Cite?
AbstractMechanically interlocked molecules (MIMs) that undergo controllable internal motions of their component parts in more than one dimension are rare entities in the molecular world. Cyclic [2]daisy chains ([c2]DCs) are a class of MIMs that have been identified as prototypes for molecular muscles. It remains, however, a challenge to synthesize [cn]DCs with n > 2 selectively and efficiently. Herein, we report the design and synthesis of [c3]DCs employing radical and anionic templates. Two mechanically interlocked [c3]DCs with 18 positive charges were obtained in >90% yields. One [c3]DC displayed good air stability in its radical cationic form, while the other underwent reversible “co-conformational” switching between open macrocyclic and closed trisarm-shaped forms under electrochemical control. These findings provide not only two-dimensional MIMs with attractive electronic and switchable properties, but also a starting point for the design of extended molecular arrays, which could become the forerunners of adjustable molecular nets and breathable molecular membranes.
Persistent Identifierhttp://hdl.handle.net/10722/333489
ISSN
2023 SCImago Journal Rankings: 6.556
ISI Accession Number ID

 

DC FieldValueLanguage
dc.contributor.authorCai, Kang-
dc.contributor.authorCui, Binbin-
dc.contributor.authorSong, Bo-
dc.contributor.authorWang, Heng-
dc.contributor.authorQiu, Yunyan-
dc.contributor.authorJones, Leighton O.-
dc.contributor.authorLiu, Wenqi-
dc.contributor.authorShi, Yi-
dc.contributor.authorVemuri, Suneal-
dc.contributor.authorShen, Dengke-
dc.contributor.authorJiao, Tianyu-
dc.contributor.authorZhang, Long-
dc.contributor.authorWu, Huang-
dc.contributor.authorChen, Hongliang-
dc.contributor.authorJiao, Yang-
dc.contributor.authorWang, Yu-
dc.contributor.authorStern, Charlotte L.-
dc.contributor.authorLi, Hao-
dc.contributor.authorSchatz, George C.-
dc.contributor.authorLi, Xiaopeng-
dc.contributor.authorStoddart, J. Fraser-
dc.date.accessioned2023-10-06T05:19:49Z-
dc.date.available2023-10-06T05:19:49Z-
dc.date.issued2021-
dc.identifier.citationChem, 2021, v. 7, n. 1, p. 174-189-
dc.identifier.issn2451-9308-
dc.identifier.urihttp://hdl.handle.net/10722/333489-
dc.description.abstractMechanically interlocked molecules (MIMs) that undergo controllable internal motions of their component parts in more than one dimension are rare entities in the molecular world. Cyclic [2]daisy chains ([c2]DCs) are a class of MIMs that have been identified as prototypes for molecular muscles. It remains, however, a challenge to synthesize [cn]DCs with n > 2 selectively and efficiently. Herein, we report the design and synthesis of [c3]DCs employing radical and anionic templates. Two mechanically interlocked [c3]DCs with 18 positive charges were obtained in >90% yields. One [c3]DC displayed good air stability in its radical cationic form, while the other underwent reversible “co-conformational” switching between open macrocyclic and closed trisarm-shaped forms under electrochemical control. These findings provide not only two-dimensional MIMs with attractive electronic and switchable properties, but also a starting point for the design of extended molecular arrays, which could become the forerunners of adjustable molecular nets and breathable molecular membranes.-
dc.languageeng-
dc.relation.ispartofChem-
dc.subjectanion templation-
dc.subjectcyclic macromolecules-
dc.subjectmechanically interlocked molecules-
dc.subjectmolecular daisy chains-
dc.subjectradical chemistry-
dc.subjectredox-controlled switching-
dc.subjectSDG9: Industry, innovation, and infrastructure-
dc.subjectsupramolecular daisy chains-
dc.titleRadical Cyclic [3]Daisy Chains-
dc.typeArticle-
dc.description.naturelink_to_subscribed_fulltext-
dc.identifier.doi10.1016/j.chempr.2020.11.004-
dc.identifier.scopuseid_2-s2.0-85099251236-
dc.identifier.volume7-
dc.identifier.issue1-
dc.identifier.spage174-
dc.identifier.epage189-
dc.identifier.eissn2451-9294-
dc.identifier.isiWOS:000608487200017-

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