IDEAS home Printed from https://ideas.repec.org/a/nat/natcom/v12y2021i1d10.1038_s41467-021-24261-y.html
   My bibliography  Save this article

Diversity-oriented synthesis of nanographenes enabled by dearomative annulative π-extension

Author

Listed:
  • Wataru Matsuoka

    (Nagoya University)

  • Hideto Ito

    (Nagoya University
    JST-ERATO, Itami Molecular Nanocarbon Project)

  • David Sarlah

    (University of Illinois)

  • Kenichiro Itami

    (Nagoya University
    JST-ERATO, Itami Molecular Nanocarbon Project
    Nagoya University)

Abstract

Nanographenes and polycyclic aromatic hydrocarbons (PAHs) are among the most important classes of compounds, with potential applications in nearly all areas of science and technology. While the theoretically possible number of nanographene structures is extraordinary, most of these molecules remain synthetically out of reach due to a lack of programmable and diversity-oriented synthetic methods, and their potentially huge structure-property diversity has not been fully exploited. Herein we report a diversity-oriented, growth-from-template synthesis of nanographenes enabled by iterative annulative π-extension (APEX) reactions from small PAH starting materials. The developed dearomative annulative π-extension (DAPEX) reaction enables π-elongation at the less-reactive M-regions of PAHs, and is successfully combined with complementary APEX reactions that occur at K- and bay-regions to access a variety of previously untapped nanographenes.

Suggested Citation

  • Wataru Matsuoka & Hideto Ito & David Sarlah & Kenichiro Itami, 2021. "Diversity-oriented synthesis of nanographenes enabled by dearomative annulative π-extension," Nature Communications, Nature, vol. 12(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:12:y:2021:i:1:d:10.1038_s41467-021-24261-y
    DOI: 10.1038/s41467-021-24261-y
    as

    Download full text from publisher

    File URL: https://www.nature.com/articles/s41467-021-24261-y
    File Function: Abstract
    Download Restriction: no
    File URL: https://libkey.io/10.1038/s41467-021-24261-y?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
    ---><---

    Citations

    Citations are extracted by the CitEc Project, subscribe to its RSS feed for this item.
    as


    Cited by:

    1. Jae Bin Lee & Gun Ha Kim & Ji Hwan Jeon & Seo Yeong Jeong & Soochan Lee & Jaehyun Park & Doyoung Lee & Youngkook Kwon & Jeong Kon Seo & Joong-Hyun Chun & Seok Ju Kang & Wonyoung Choe & Jan-Uwe Rohde &, 2022. "Rapid access to polycyclic N-heteroarenes from unactivated, simple azines via a base-promoted Minisci-type annulation," Nature Communications, Nature, vol. 13(1), pages 1-9, 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:12:y:2021:i:1:d:10.1038_s41467-021-24261-y. 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.

    We have no bibliographic references for this item. You can help adding them by using 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.