Emerging properties from mechanical tethering within a post-synthetically functionalised catenane scaffold
Author(s)
Type
Journal Article
Abstract
Maintaining close spatial proximity of functional moieties within molecular systems can result in fascinating emergent properties. Whilst much work has been done on covalent tethering of functional units for myriad applications, investigations into mechanically linked systems are relatively rare. Formation of the mechanical bond is usually the final step in the synthesis of interlocked molecules, placing limits on the throughput of functionalised architectures. Herein we present the synthesis of a bis-azide [2]catenane scaffold that can be post-synthetically modified using CuAAC ‘click’ chemistry. In this manner we have been able to access functionalised catenanes from a common precursor and study the properties of electrochemically active, emissive and photodimerisable units within the mechanically interlocked system in comparison to non-interlocked analogues. Our data demonstrates that the greater (co-)conformational flexibility that can be obtained with mechanically interlocked systems compared to traditional covalent tethers paves the way for developing new functional molecules with exciting properties.
Date Issued
2022-09-16
Date Acceptance
2022-09-06
Citation
Chemical Science, 2022, 13 (38), pp.11368-11375
ISSN
2041-6520
Publisher
Royal Society of Chemistry
Start Page
11368
End Page
11375
Journal / Book Title
Chemical Science
Volume
13
Issue
38
Copyright Statement
© 2022 The Author(s). Published by the Royal Society of Chemistry. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence.
License URL
Identifier
https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000854203600001&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=a2bf6146997ec60c407a63945d4e92bb
Subjects
Science & Technology
Physical Sciences
Chemistry, Multidisciplinary
Chemistry
INTERLOCKED MOLECULES
ELECTRONIC COMMUNICATION
EXCIMER FLUORESCENCE
ROTAXANES
PHOTODIMERIZATION
ANTHRACENES
STRATEGIES
COMPLEXES
CHLORIDE
DELIVERY
Publication Status
Published
Date Publish Online
2022-09-16