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Synthesis and capsule formation of upper rim substituted tetra-acrylamido calix[4]arenes
Nikolai Kuhnert1, Adam Le-Gresley
1Supramolecular and Biomolecular Chemistry Laboratory, School of Biomedical and Molecular Sciences, The University of Surrey, Guildford GU2 7XH, UK. n.kuhnert@surrey.ac.uk
Abstract:
Upper rim substituted tetraiodo calix[4]arenes are coupled to a variety of acrylamides using the palladium catalysed Heck reaction. Tetra-acrylamido upper rim substituted calix[4]arenes are obtained in good yields with exceptionally high stereoselectivity, to produce the all-trans isomers. Tetra-acrylamido calix[4]arenes derived from secondary acrylamides are shown to dimerise via eight hydrogen bonds to form dimeric capsules, which are able to include small organic molecules.
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