Departamento de Química Orgánica I, Facultad de Ciencias Químicas , Universidad Complutense de Madrid , 28040 Madrid , Spain.
Org Lett. 2018 Apr 6;20(7):2020-2023. doi: 10.1021/acs.orglett.8b00565. Epub 2018 Mar 20.
The supramolecular polymerization of [5]helicenes 1 and 2 is investigated. The self-assembly of these helicenes proceeds by the operation of H-bonding interactions with a negligible participation of π-stacking. The enantiopurity of the sample has a dramatic effect on the supramolecular polymerization mechanism since it reverts the isodesmic mechanism for the racemic mixture to a cooperative one for the enantioenriched sample. Noticeably, the formation of supramolecular polymers efficiently increases the configurational stability of 1,14-unsubstituted [5]helicenes.
研究了[5]螺旋芳烃 1 和 2 的超分子聚合。这些螺旋芳烃的自组装是通过氢键相互作用进行的，π-堆积的参与可以忽略不计。样品的对映纯度对超分子聚合机制有显著影响，因为它将外消旋混合物的等物质的量聚合机制反转成对映体富集样品的协同聚合机制。值得注意的是，超分子聚合物的形成有效地增加了 1,14-未取代[5]螺旋芳烃的构象稳定性。
