Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
University of Chinese Academy of Sciences, Beijing 100049, China.
Molecules. 2021 Jan 20;26(3):536. doi: 10.3390/molecules26030536.
Starting from the enantiopure precursors, a pair of chiral macrocyclic arenes named helic[1]triptycene[3]arenes were conveniently synthesized. The circular dichroism (CD) spectra of the enantiomeric macrocyclic arenes exhibited mirror images, and the X-ray single crystal structures confirmed their absolute conformations as well. Moreover, the macrocyclic arenes showed strong complexation with secondary ammonium and primary ammonium salts containing aminoindan groups. In particular, the chiral macrocyclic arenes exhibited enantioselective recognition ability towards the chiral secondary ammonium salts containing aminoindan groups with an enantioselective ratio up to 3.89.
从手性纯前体出发，方便地合成了一对命名为螺旋[1]三并苯[3]芳烃的手性大环芳烃。对映体大环芳烃的圆二色谱（CD）光谱呈现镜像，X 射线单晶结构也证实了它们的绝对构型。此外，大环芳烃与含有氨基茚基团的仲铵盐和伯铵盐表现出强络合性。特别是，手性大环芳烃对含有氨基茚基团的手性仲铵盐表现出对映选择性识别能力，对映体选择性比值高达 3.89。
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