[2]Catenane Synthesis via Covalent Templating.

Chemistry : a European Journal
Simone PilonJan H van Maarseveen

Abstract

After earlier unsuccessful attempts, this work reports the application of covalent templating for the synthesis of mechanically interlocked molecules (MiMs) bearing no supramolecular recognition sites. Two linear strands were covalently connected in a perpendicular fashion by a central ketal linkage. After subsequent attachment of the first strand to a template via temporary benzylic linkages, the second was linked to the template in a backfolding macrocyclization. The resulting pseudo[1]rotaxane structure was successfully converted to a [2]catenane via a second macrocyclization and cleavage of the ketal and temporary linkages.

References

Feb 7, 2004·Chemical Communications : Chem Comm·Naohiro KametaYoshinobu Nagawa
Feb 3, 2005·Chemical Communications : Chem Comm·Yoshinobu NagawaMasatoshi Kanesato
Sep 25, 2010·Angewandte Chemie·Hao LiJ Fraser Stoddart
Jan 26, 2011·Chemistry : a European Journal·Anna J McConnell, Paul D Beer
May 8, 2015·Angewandte Chemie·Guzmán Gil-RamírezAlexander J Stephens
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May 26, 2017·Nature Communications·Luuk SteemersJan H van Maarseveen
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Jul 7, 2018·Chemistry : a European Journal·Martin J WannerJan H van Maarseveen
Jan 23, 2020·The Journal of Organic Chemistry·Milo D CornelissenJan H van Maarseveen

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