IDEAS home Printed from https://ideas.repec.org/a/nat/natcom/v13y2022i1d10.1038_s41467-022-31785-4.html
   My bibliography  Save this article

Chiral self-sorting and guest recognition of porous aromatic cages

Author

Listed:
  • Dong-Xu Cui

    (Northeast Normal University)

  • Yun Geng

    (Northeast Normal University)

  • Jun-Ning Kou

    (Northeast Normal University)

  • Guo-Gang Shan

    (Northeast Normal University)

  • Chun-Yi Sun

    (Northeast Normal University)

  • Kun-Hao Zhang

    (Chinese Academy of Sciences)

  • Xin-Long Wang

    (Northeast Normal University)

  • Zhong-Min Su

    (Northeast Normal University
    Jilin University)

Abstract

The synthesis of ultra-stable chiral porous organic cages (POCs) and their controllable chiral self-sorting at the molecular and supramolecular level remains challening. Herein, we report the design and synthesis of a serial of axially chiral porous aromatic cages (PAC 1-S and 1-R) with high chemical stability. The theoretical and experimental studies on the chiral self-sorting reveal that the exclusive self-recognition on cage formation is an enthalpy-driven process while the chiral narcissistic and self-sorting on supramolecular assembly of racemic cages can be precisely regulated by π–π and C–H…π interactions from different solvents. Regarding the chemical stability, the crystallinity of PAC 1 is maintained in aqueous solvents, such as boiling water, high-concentrated acid and alkali; mixtures of solvents, such as 1 M H2SO4/MeOH/H2O solution, are also tolerated. Investigations on the chiral sensing performance show that PAC 1 enables enantioselective recognition of axially chiral biaryl molecules.

Suggested Citation

  • Dong-Xu Cui & Yun Geng & Jun-Ning Kou & Guo-Gang Shan & Chun-Yi Sun & Kun-Hao Zhang & Xin-Long Wang & Zhong-Min Su, 2022. "Chiral self-sorting and guest recognition of porous aromatic cages," Nature Communications, Nature, vol. 13(1), pages 1-8, December.
    • Handle: RePEc:nat:natcom:v:13:y:2022:i:1:d:10.1038_s41467-022-31785-4
    DOI: 10.1038/s41467-022-31785-4
    as

    Download full text from publisher

    File URL: https://www.nature.com/articles/s41467-022-31785-4
    File Function: Abstract
    Download Restriction: no
    File URL: https://libkey.io/10.1038/s41467-022-31785-4?utm_source=ideas
    LibKey link: if access is restricted and if your library uses this service, LibKey will redirect you to where you can use your library subscription to access this item
    ---><---

    References listed on IDEAS

    as
    1. Xinchang Wang & Yu Wang & Huayan Yang & Hongxun Fang & Ruixue Chen & Yibin Sun & Nanfeng Zheng & Kai Tan & Xin Lu & Zhongqun Tian & Xiaoyu Cao, 2016. "Assembled molecular face-rotating polyhedra to transfer chirality from two to three dimensions," Nature Communications, Nature, vol. 7(1), pages 1-7, November.
    Full references (including those not matched with items on IDEAS)

    Most related items

    These are the items that most often cite the same works as this one and are cited by the same works as this one.
    1. Zhen Wang & Qing-Pu Zhang & Fei Guo & Hui Ma & Zi-Hui Liang & Chang-Hai Yi & Chun Zhang & Chuan-Feng Chen, 2024. "Self-similar chiral organic molecular cages," Nature Communications, Nature, vol. 15(1), pages 1-10, December.
    2. Zhenyu Yang & Chunyang Yu & Junjie Ding & Lihua Chen & Huiyu Liu & Yangzhi Ye & Pan Li & Jiaolong Chen & Kim Jiayi Wu & Qiang-Yu Zhu & Yu-Quan Zhao & Xiaoning Liu & Xiaodong Zhuang & Shaodong Zhang, 2021. "A class of organic cages featuring twin cavities," Nature Communications, Nature, vol. 12(1), pages 1-10, December.
    3. Qiong Chen & Zhaoyong Li & Ye Lei & Yixin Chen & Hua Tang & Guangcheng Wu & Bin Sun & Yuxi Wei & Tianyu Jiao & Songna Zhang & Feihe Huang & Linjun Wang & Hao Li, 2023. "The sharp structural switch of covalent cages mediated by subtle variation of directing groups," Nature Communications, Nature, vol. 14(1), pages 1-10, December.
    4. Shixin Fa & Tan-hao Shi & Suzu Akama & Keisuke Adachi & Keisuke Wada & Seigo Tanaka & Naoki Oyama & Kenichi Kato & Shunsuke Ohtani & Yuuya Nagata & Shigehisa Akine & Tomoki Ogoshi, 2022. "Real-time chirality transfer monitoring from statistically random to discrete homochiral nanotubes," Nature Communications, Nature, vol. 13(1), pages 1-10, December.

    More about this item

    Statistics

    Access and download statistics

    Corrections

    All material on this site has been provided by the respective publishers and authors. You can help correct errors and omissions. When requesting a correction, please mention this item's handle: RePEc:nat:natcom:v:13:y:2022:i:1:d:10.1038_s41467-022-31785-4. See general information about how to correct material in RePEc.

    If you have authored this item and are not yet registered with RePEc, we encourage you to do it here. This allows to link your profile to this item. It also allows you to accept potential citations to this item that we are uncertain about.

    If CitEc recognized a bibliographic reference but did not link an item in RePEc to it, you can help with this form .

    If you know of missing items citing this one, you can help us creating those links by adding the relevant references in the same way as above, for each refering item. If you are a registered author of this item, you may also want to check the "citations" tab in your RePEc Author Service profile, as there may be some citations waiting for confirmation.

    For technical questions regarding this item, or to correct its authors, title, abstract, bibliographic or download information, contact: Sonal Shukla or Springer Nature Abstracting and Indexing (email available below). General contact details of provider: http://www.nature.com .

    Please note that corrections may take a couple of weeks to filter through the various RePEc services.

    IDEAS is a RePEc service. RePEc uses bibliographic data supplied by the respective publishers.