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Dynamic Covalent Chemistry for Synthesis and Co-conformational Control of Mechanically Interlocked Molecules
KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry, Organic chemistry.ORCID iD: 0000-0002-3224-2413
KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry, Organic chemistry.ORCID iD: 0000-0003-0041-680X
KTH, School of Engineering Sciences in Chemistry, Biotechnology and Health (CBH), Chemistry, Organic chemistry.ORCID iD: 0000-0001-5298-4310
2023 (English)In: European Journal of Organic Chemistry, ISSN 1434-193X, E-ISSN 1099-0690, European Journal of Organic Chemistry, ISSN 1434-193X, Vol. 26, no 8, article id e202201130Article, review/survey (Refereed) Published
Abstract [en]

Mechanically interlocked molecules have found extensive applications in areas all across the physical sciences, from materials to catalysis and sensing. However, introducing mechanical bonds and entanglements at the molecular level is still a significant challenge due to the inherent restriction in entropy needed to preorganize strands before interlocking. Over the last decade, dynamic covalent chemistry has emerged as one of the most efficient methods of forming rotaxanes, catenanes and molecular knots. By using reversible bonds such as imines, disulfides and boronate esters, one can use the inherent error-correction in these linkages to form interlocked architectures with high fidelity and often in excellent yields. This review reports on recent advances in the use of dynamic covalent chemistry to make mechanically interlocked molecules, systematically surveying clipping, capping and templating approaches with dynamic bonds. Furthermore, it is also discussed how dynamic bonds can be used to control motion, co-conformational expression and catalytic activity in mechanically interlocked molecular machinery.

Place, publisher, year, edition, pages
Wiley , 2023. Vol. 26, no 8, article id e202201130
Keywords [en]
Chemical topology, Dynamic covalent chemistry, Imines, Mechanically interlocked molecules, Molecular machines
National Category
Organic Chemistry
Identifiers
URN: urn:nbn:se:kth:diva-329095DOI: 10.1002/ejoc.202201130ISI: 000893787100001Scopus ID: 2-s2.0-85143539900OAI: oai:DiVA.org:kth-329095DiVA, id: diva2:1768484
Note

QC 20231122

Available from: 2023-06-15 Created: 2023-06-15 Last updated: 2023-11-22Bibliographically approved

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Yu, JingjingGaedke, MariusSchaufelberger, Fredrik

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