Long Augustin, Perraud Olivier, Jeanneau Erwann, Aronica Christophe, Dutasta Jean-Pierre, Martinez Alexandre
Aix Marseille Univ, CNRS, Centrale Marseille, iSm2, Marseille, France.
Laboratoire de Chimie École Normale Supérieure de Lyon, CNRS, UCBL46, Allée d'Italie, F-69364 Lyon, France.
Beilstein J Org Chem. 2018 Jul 24;14:1885-1889. doi: 10.3762/bjoc.14.162. eCollection 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.
通过五步合成了一种在其三个连接基中带有胺和酰胺官能团的半环番笼状化合物。该笼状化合物的X射线分子结构显示,连接基呈三链螺旋排列,通过酰胺基和胺基之间的分子内氢键得以稳定。环三藜芦烃单元的手性控制着笼状化合物相对部分中三个芳香环的螺旋桨排列。核磁共振氢谱研究表明,这种结构在溶液中得以保留。