Chen Huaiyu, Huang Chao, Ding Yazhou, Zhang Qi-Long, Zhu Bi-Xue, Ni Xin-Long
Key Laboratory of Macrocyclic and Supramolecular Chemistry of Guizhou Province , Guizhou University , Guiyang , Guizhou 550025 , China . Email:
Chem Sci. 2018 Oct 15;10(2):490-496. doi: 10.1039/c8sc03824d. eCollection 2019 Jan 14.
Functional self-assemblies derived from noncovalent interactions such as lipid vesicles and DNA chiral double helices are a typical feature of natural life activity. Because of this phenomenon, a self-assembly approach for various functional organic particles is a desirable objective in supramolecular chemistry. Here, we report the discovery of enantiomeric conformers from a twisted macrocyclic host (), which was obtained from an achiral precursor by Schiff base reaction. Further studies suggest that a series of unexpected and stable core-shell-based organic micro/nanospheres can be directly precipitated from a simple reaction solution with high yield. A single-crystal X-ray diffraction analysis of revealed that the unusual C-H···π interaction triggered self-assembly of the enantiomeric forms in the solid state plays an important role in the formation of the core-shell-shaped organic particles.
源自非共价相互作用的功能性自组装体，如脂质囊泡和DNA手性双螺旋，是自然生命活动的典型特征。由于这种现象，各种功能性有机颗粒的自组装方法是超分子化学中一个理想的目标。在此，我们报告了从一个扭曲的大环主体（）中发现对映体构象异构体，该主体是通过席夫碱反应从非手性前体获得的。进一步的研究表明，一系列意想不到的且稳定的基于核壳结构的有机微/纳米球可以从简单的反应溶液中直接高产率地沉淀出来。对 的单晶X射线衍射分析表明，固态下不寻常的C-H···π相互作用触发对映体形式的自组装，在核壳状有机颗粒的形成中起重要作用。
