[2]Catenane Synthesis via Covalent Templating |
| |
Authors: | Simone Pilon Steen Ingemann Jørgensen Prof. Dr. Jan H. van Maarseveen |
| |
Affiliation: | Van ‘t Hoff Institute for Molecular Sciences, University of Amsterdam, Science Park 904, 1098XH Amsterdam, The Netherlands |
| |
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. |
| |
Keywords: | catenanes covalent template mechanically interlocked molecules planar chirality template synthesis |
|