Liu Ningning, Han Xiao-Ni, Ma Hui, Guo Wei-Chen, Han Ying, Zhang Chun, Zheng Yan-Song, Chen Chuan-Feng
College of Life Science and Technology, Huazhong University of Science and Technology, Wuhan 430074, China.
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
Org Lett. 2024 Aug 30;26(34):7239-7243. doi: 10.1021/acs.orglett.4c02709. Epub 2024 Aug 19.
Macrocycle-to-macrocycle conversion is an effective strategy to construct new macrocyclic arenes with specific structures. Herein, a new class of chiral macrocyclic arene, namely, octopus[5]arenes (Oc5s), cannot be synthesized by the direct approach from the corresponding chiral monomers but can be successfully achieved by a macrocycle-to-macrocycle conversion strategy utilizing racemic pagoda[5]arenes as the starting materials. It was found that enantiomeric Oc5s showed fixed conformations and stable chiral structures and exhibited significant chiral recognition toward chiral diamines.
大环到大环的转化是构建具有特定结构的新型大环芳烃的有效策略。在此，一类新型手性大环芳烃，即章鱼[5]芳烃（Oc5s），不能通过相应手性单体的直接方法合成，但可以通过以外消旋宝塔[5]芳烃为起始原料的大环到大环转化策略成功实现。研究发现，对映体Oc5s具有固定的构象和稳定的手性结构，并且对手性二胺表现出显著的手性识别。
