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On-surface synthesis and characterization of anti-aromatic cyclo[12]carbon and cyclo[20]carbon

Author

Listed:
  • Luye Sun

    (Tongji University)

  • Wei Zheng

    (Tongji University)

  • Faming Kang

    (Tongji University)

  • Wenze Gao

    (Tongji University)

  • Tongde Wang

    (Tongji University)

  • Guohua Gao

    (Tongji University)

  • Wei Xu

    (Tongji University)

Abstract

Cyclo[n]carbons have recently attracted significant attention owing to their geometric and electronic structures remaining largely unexplored in the condensed phase. In this work, we focus on two anti-aromatic cyclocarbons, namely C12 and C20. By designing two fully halogenated molecular precursors both including 4-numbered rings, we further extend the on-surface retro-Bergman ring-opening reaction, and successfully produce C12 and C20. The polyynic structures of C12 and C20 are unambiguously revealed by bond-resolved atomic force microscopy. More importantly, subtly positioning the C20 molecule into an atomic fence formed by Cl clusters allows us to experimentally probe its frontier molecular orbitals, yielding a transport gap of 3.8 eV measured from scanning tunneling spectroscopy. Our work may advance the field by easier synthesis of a series of cyclocarbons via on-surface retro-Bergman ring-opening strategy.

Suggested Citation

  • Luye Sun & Wei Zheng & Faming Kang & Wenze Gao & Tongde Wang & Guohua Gao & Wei Xu, 2024. "On-surface synthesis and characterization of anti-aromatic cyclo[12]carbon and cyclo[20]carbon," Nature Communications, Nature, vol. 15(1), pages 1-8, December.
    • Handle: RePEc:nat:natcom:v:15:y:2024:i:1:d:10.1038_s41467-024-52115-w
    DOI: 10.1038/s41467-024-52115-w
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    References listed on IDEAS

    as
    1. Luye Sun & Wei Zheng & Wenze Gao & Faming Kang & Mali Zhao & Wei Xu, 2023. "On-surface synthesis of aromatic cyclo[10]carbon and cyclo[14]carbon," Nature, Nature, vol. 623(7989), pages 972-976, November.
    2. Yueze Gao & Florian Albrecht & Igor Rončević & Isaac Ettedgui & Paramveer Kumar & Lorel M. Scriven & Kirsten E. Christensen & Shantanu Mishra & Luca Righetti & Max Rossmannek & Ivano Tavernelli & Harr, 2023. "On-surface synthesis of a doubly anti-aromatic carbon allotrope," Nature, Nature, vol. 623(7989), pages 977-981, November.
    3. Horst Prinzbach & Andreas Weiler & Peter Landenberger & Fabian Wahl & Jürgen Wörth & Lawrence T. Scott & Marc Gelmont & Daniela Olevano & Bernd v. Issendorff, 2000. "Gas-phase production and photoelectron spectroscopy of the smallest fullerene, C20," Nature, Nature, vol. 407(6800), pages 60-63, September.
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