Recent Advances in the Synthesis and Application of Hydrogen Bond Templated Rotaxanes and Catenanes

Alongside the use of metal cations and π–π stacking, hydrogen bonding is one of the major templating interactions used to prepare rotaxanes and catenanes. In this review, a brief summary of key historical milestones will be followed by discussion of developments from over the last decade in both syn...

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Bibliographic Details
Published in:European journal of organic chemistry 2019-06, Vol.2019 (21), p.3320-3343
Main Author: Evans, Nicholas H.
Format: Article
Language:English
Subjects:
Catenanes
Chemical bonds
Hydrogen bonding
Hydrogen bonds
Molecular machines
Rotaxanes
Templated synthesis
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Summary:Alongside the use of metal cations and π–π stacking, hydrogen bonding is one of the major templating interactions used to prepare rotaxanes and catenanes. In this review, a brief summary of key historical milestones will be followed by discussion of developments from over the last decade in both synthetic methodology and application of hydrogen bond templated interlocked molecules. Hydrogen bond templation can allow for rapid access to interlocked molecules in high yields, with select examples having been put to useful purpose, in applications such as organocatalysis and cellular imaging. This review focuses on progress in the field of hydrogen bond templated rotaxanes and catenanes over the last decade. A summary of key historic examples is followed by discussion of developments in synthetic methodology and useful application of the resulting interlocked molecules.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201900081