IDEAS home Printed from https://ideas.repec.org/a/nat/natcom/v3y2012i1d10.1038_ncomms2291.html
   My bibliography  Save this article

Homo-coupling of terminal alkynes on a noble metal surface

Author

Listed:
  • Yi-Qi Zhang

    (Technische Universität München)

  • Nenad Kepčija

    (Technische Universität München)

  • Martin Kleinschrodt

    (Technische Universität München)

  • Katharina Diller

    (Technische Universität München)

  • Sybille Fischer

    (Technische Universität München)

  • Anthoula C. Papageorgiou

    (Technische Universität München)

  • Francesco Allegretti

    (Technische Universität München)

  • Jonas Björk

    (Chemistry and Biology (IFM), Linköping University)

  • Svetlana Klyatskaya

    (Institute of Nanotechnology (INT), Karlsruhe Institute of Technology (KIT))

  • Florian Klappenberger

    (Technische Universität München)

  • Mario Ruben

    (Institute of Nanotechnology (INT), Karlsruhe Institute of Technology (KIT)
    IPCMS-CNRS, Université de Strasbourg, 23 rue de Loess, Strasbourg 67034, France)

  • Johannes V. Barth

    (Technische Universität München)

Abstract

The covalent linking of acetylenes presents an important route for the fabrication of novel carbon-based scaffolds and two-dimensional materials distinct from graphene. To date few attempts have been reported to implement this strategy at well-defined interfaces or monolayer templates. Here we demonstrate through real space direct visualization and manipulation in combination with X-ray photoelectron spectroscopy and density functional theory calculations the Ag surface-mediated terminal alkyne Csp−H bond activation and concomitant homo-coupling in a process formally reminiscent of the classical Glaser–Hay type reaction. The alkyne homo-coupling takes place on the Ag(111) noble metal surface in ultrahigh vacuum under soft conditions in the absence of conventionally used transition metal catalysts and with volatile H2 as the only by-product. With the employed multitopic ethynyl species, we demonstrate a hierarchic reaction pathway that affords discrete compounds or polymeric networks featuring a conjugated backbone. This presents a new approach towards on-surface covalent chemistry and the realization of two-dimensional carbon-rich or all-carbon polymers.

Suggested Citation

  • Yi-Qi Zhang & Nenad Kepčija & Martin Kleinschrodt & Katharina Diller & Sybille Fischer & Anthoula C. Papageorgiou & Francesco Allegretti & Jonas Björk & Svetlana Klyatskaya & Florian Klappenberger & M, 2012. "Homo-coupling of terminal alkynes on a noble metal surface," Nature Communications, Nature, vol. 3(1), pages 1-8, January.
  • Handle: RePEc:nat:natcom:v:3:y:2012:i:1:d:10.1038_ncomms2291
    DOI: 10.1038/ncomms2291
    as

    Download full text from publisher

    File URL: https://www.nature.com/articles/ncomms2291
    File Function: Abstract
    Download Restriction: no

    File URL: https://libkey.io/10.1038/ncomms2291?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. Lingbo Xing & Jie Li & Yuchen Bai & Yuxuan Lin & Lianghong Xiao & Changlin Li & Dahui Zhao & Yongfeng Wang & Qiwei Chen & Jing Liu & Kai Wu, 2024. "Surface-confined alternating copolymerization with molecular precision by stoichiometric control," Nature Communications, Nature, vol. 15(1), pages 1-9, December.
    2. Marco Di Giovannantonio & Zijie Qiu & Carlo A. Pignedoli & Sobi Asako & Pascal Ruffieux & Klaus Müllen & Akimitsu Narita & Roman Fasel, 2024. "On-surface cyclization of vinyl groups on poly-para-phenylene involving an unusual pentagon to hexagon transformation," Nature Communications, Nature, vol. 15(1), pages 1-8, December.
    3. Junbo Wang & Kaifeng Niu & Huaming Zhu & Chaojie Xu & Chuan Deng & Wenchao Zhao & Peipei Huang & Haiping Lin & Dengyuan Li & Johanna Rosen & Peinian Liu & Francesco Allegretti & Johannes V. Barth & Bi, 2024. "Universal inter-molecular radical transfer reactions on metal surfaces," Nature Communications, Nature, vol. 15(1), pages 1-10, December.
    4. Nan Cao & Biao Yang & Alexander Riss & Johanna Rosen & Jonas Björk & Johannes V. Barth, 2023. "On-surface synthesis of enetriynes," Nature Communications, Nature, vol. 14(1), pages 1-11, 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:3:y:2012:i:1:d:10.1038_ncomms2291. 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.