4.8 Article

On-Surface Synthesis of a Dicationic Diazahexabenzocoronene Derivative on the Au(111) Surface

Journal

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 60, Issue 48, Pages 25551-25556

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202111863

Keywords

cationic species; nanographenes; nc-AFM; scanning tunnelling microscopy; surface chemistry

Funding

  1. Comunidad de Madrid [project QUIMTRONIC-CM] [Y2018/NMT-4783]
  2. Ministerio de Ciencia, Innovacion y Universidades [CTQ2017-83531-R, PID2019-108532GB-I00, CTQ2016-81911-REDT]
  3. Severo Ochoa Programme for Centers of Excellence in RD (MINECO) [SEV-2016-0686]
  4. DFG-NSFC Joint Sino-German Research Project (EnhanceNano)
  5. Center for Advancing Electronics Dresden (cfaed)
  6. European Social Fund
  7. Federal State of Saxony (ESF-Project GRAPHD, TU Dresden)
  8. Praemium Academie of the Academy of Science of the Czech Republic
  9. CzechNanoLab Research Infrastructure by MEYS CR [LM2018110]
  10. European Union's Horizon 2020 research and innovation programme under the Marie Skodowska-Curie grant [886314]
  11. Internal Student Grant Agency of the Palacky University in Olomouc, Czech Republic [IGAPrF2021031, IGAPrF2021032]
  12. European Research Council (ERC) [766555]
  13. Projekt DEAL
  14. GACR [20-13692X]
  15. Comunidad de Madrid [project MAD2D]
  16. Comunidad de Madrid [project NanoMagCost]
  17. European Research Council (ERC) [766555] Funding Source: European Research Council (ERC)
  18. Marie Curie Actions (MSCA) [886314] Funding Source: Marie Curie Actions (MSCA)

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This study reported the successful synthesis of a hexabenzocoronene derivative embedded with graphitic nitrogen on the Au(111) surface using on-surface assisted cyclodehydrogenation, revealing a novel avenue for designing carbon nanostructures with dicationic properties. By introducing the concept of cationic nitrogen doping of nanographenes on surfaces, the research opens up new possibilities for the development of innovative carbon nanostructures.
The atomically precise control over the size, shape and structure of nanographenes (NGs) or the introduction of heteroatom dopants into their sp(2)-carbon lattice confer them valuable electronic, optical and magnetic properties. Herein, we report on the design and synthesis of a hexabenzocoronene derivative embedded with graphitic nitrogen in its honeycomb lattice, achieved via on-surface assisted cyclodehydrogenation on the Au(111) surface. Combined scanning tunnelling microscopy/spectroscopy and non-contact atomic force microscopy investigations unveil the chemical and electronic structures of the obtained dicationic NG. Kelvin probe force microscopy measurements reveal a considerable variation of the local contact potential difference toward lower values with respect to the gold surface, indicative of its positive net charge. Altogether, we introduce the concept of cationic nitrogen doping of NGs on surfaces, opening new avenues for the design of novel carbon nanostructures.

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