Construction and capability of optically active molecular sheets composed of helicene

在这个项目中，我们的目标是通过聚合环状螺烯三聚体来构建具有光学活性的分子膜。这种光学活性膜可用于对映体的分离：通过简单的膜过滤即可获得光学活性样品。分子片将通过在每个间苯基上含有2，6-二氨基吡啶的环状螺烯三聚体与二胺之间的氢键网络来制备。在Sonogashira条件下，将含有Boc保护的2，6-二氨基吡啶部分的二碘苯衍生物与二乙炔基螺烯三聚体反应。在切割Boc基团后，得到了所需的环状螺烯三聚体。类似地，合成了含三个二氨基吡啶的环状螺烯三聚体。用核磁共振氢谱、圆二色谱、紫外光谱和原子力显微镜研究了这些环状化合物与二酰亚胺的组装。

In this project, we set up our goal to construct optically active molecular membranes through aggregation of cyclic helicene trimers. Such optically active membranes can be used for the separation of enantiomers : optically active samples will be available through simple membrane filtration. The molecular sheet will be fabricated through hydrogen-bonding network between cyclic helicene trimers having 2, 6-diamidopyridines on each m-phenylene parts, and diamidesCyclic helicene trimers possessing one or three diamidopyridines were synthesized. Diiodobenzene derivative having Boc-protected 2, 6-diamidopyridine moiety was reacted with diethynyl helicene trimer by the Sonogashira condition. After cleavage of the Boc group, desired cyclic helicene trimer was obtained. Similarly, cyclic helicene trimer having three diamidopyridines was synthesized. The assembly of these cyclic compounds with diimides was studied by 1H NMR, CD, UV and AFM.