中国化学快报(英文版)2024,Vol.35Issue(1) :280-284.DOI:10.1016/j.cclet.2023.108757

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

Yongjun Lv Chao Xiao Jingyu Ma Dayang Zhou Wanhua Wu Cheng Yang
中国化学快报(英文版)2024,Vol.35Issue(1) :280-284.DOI:10.1016/j.cclet.2023.108757

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

Yongjun Lv 1Chao Xiao 2Jingyu Ma 3Dayang Zhou 4Wanhua Wu 3Cheng Yang3
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作者信息

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

Abstract

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.

Key words

Pillar[5]arene/N,O,S-containg ring/Bicycles/Solvation/Chirality inversion

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基金项目

国家自然科学基金(92056116)

国家自然科学基金(21871194)

国家自然科学基金(21971169)

国家重点研发计划(2017YFA0505903)

出版年

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
参考文献量3
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