A hemicryptophane with a triple-stranded helical structure.

Beilstein J Org Chem

Aix Marseille Univ, CNRS, Centrale Marseille, iSm2, Marseille, France.

Published: July 2018

A hemicryptophane cage bearing amine and amide functions in its three linkers was synthesized in five steps. The X-ray molecular structure of the cage shows a triple-stranded helical arrangement of the linkers stabilized by intramolecular hydrogen bonds between amide and amine groups. The chirality of the cyclotriveratrylene unit controls the propeller arrangement of the three aromatic rings in the opposite part of the cage. H NMR studies suggest that this structure is retained in solution.

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http://www.ncbi.nlm.nih.gov/pmc/articles/PMC6071729PMC
http://dx.doi.org/10.3762/bjoc.14.162DOI Listing

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