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A hemicryptophane with a triple-stranded helical structure

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...

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Detalles Bibliográficos
Autores principales: Long, Augustin, Perraud, Olivier, Jeanneau, Erwann, Aronica, Christophe, Dutasta, Jean-Pierre, Martinez, Alexandre
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6071729/
https://www.ncbi.nlm.nih.gov/pubmed/30112093
http://dx.doi.org/10.3762/bjoc.14.162
Descripción
Sumario: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. (1)H NMR studies suggest that this structure is retained in solution.