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

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

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Four pillar[5]arene-based bicyclic compounds,so-called molecular universal joint(MUJ),were synthe-sized 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 be-tween the cavity and the inside ring of certain MUJs led to inhibition of the switching.

Pillar[5]areneN,O,S-containg ringBicyclesSolvationChirality inversion

Yongjun Lv、Chao Xiao、Jingyu Ma、Dayang Zhou、Wanhua Wu、Cheng Yang

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College of Chemical Engineering,Sichuan University of Science & Engineering,Zigong 643000,China

College of Chemistry,Sichuan University,Chengdu 610064,China

Zhejiang NHU Pharmeceutical Co.,Ltd.,Shaoxing 312000,China

Comprehensive Analysis Center,ISIR,Osaka University,Osaka 567-0047,Japan

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国家自然科学基金国家自然科学基金国家自然科学基金国家重点研发计划

9205611621871194219711692017YFA0505903

2024

中国化学快报(英文版)
中国化学会

中国化学快报(英文版)

CSTPCD
影响因子:0.771
ISSN:1001-8417
年,卷(期):2024.35(1)
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