Solvent and guest-binding-controlled chiroptical inversion of molecular devices based on pseudo[1]catenane-type pillar[5]arene derivatives  

作　　者：Yongjun Lv Chao Xiao Jingyu Ma Dayang Zhou Wanhua Wu Cheng Yang 

机构地区：[1]College of Chemical Engineering,Sichuan University of Science&Engineering,Zigong 643000,China [2]College of Chemistry,Sichuan University,Chengdu 610064,China [3]Zhejiang NHU Pharmeceutical Co.,Ltd.,Shaoxing 312000,China [4]Comprehensive Analysis Center,ISIR,Osaka University,Osaka 567-0047,Japan

出　　处：《Chinese Chemical Letters》2024年第1期280-284,共5页中国化学快报（英文版）

基　　金：the National Natural Science Foundation of China(Nos.92056116,21871194,21971169);National Key Research and Development Program of China(No.2017YFA0505903).

摘　　要：Four pillar[5]arene-based bicyclic compounds,so-called molecular universal joint(MUJ),were synthesized by incorporating a bisamide ring containing N,O,or S-heteroatom groups,which served as stimuli-responsive chiroptical molecular devices.The structure of MUJ was confirmed by 1H NMR spectra and single-crystal X-ray diffraction analysis,and their planar-chiral enantiomers were successfully separated.Chiroptical inversion behaviors from in to out configurations triggered by temperature,solvent,and guest complexation were investigated by circular dichroism spectra.Chiroptical inversion could be realized in the presence of adiponitrile in certain solvents due to the solvation effects on the side ring and the threading of the guest into the pillar[5]arene cavity.However,the stronger self-included interactions between the cavity and the inside ring of certain MUJs led to inhibition of the switching.

关 键 词：arene N O S-containg ring Bicycles SOLVATION Chirality inversion 

分 类 号：TQ241[化学工程—有机化工]