Structure Formation and Coupling Reactions of Hexaphenylbenzene and Its Brominated Analog

Jacob D. Teeter, Paulo S. Costa, Christoph Dobner, Mamun Sarker, Alexander Sinitskii, Axel Enders

Research output: Contribution to journalArticlepeer-review

Abstract

The on-surface coupling of the prototypical precursor molecule for graphene nanoribbon synthesis, 6,11-dibromo-1,2,3,4-tetraphenyltriphenylene (C42Br2H26, TPTP), and its non-brominated analog hexaphenylbenzene (C42H30, HPB), was investigated on coinage metal substrates as a function of thermal treatment. For HPB, which forms non-covalent 2D monolayers at room temperature, a thermally induced transition of the monolayer's structure could be achieved by moderate annealing, which is likely driven by π-bond formation. It is found that the dibrominated carbon positions of TPTP do not guide the coupling if the growth occurs on a substrate at temperatures that are sufficient to initiate C−H bond activation. Instead, similar one-dimensional molecular structures are obtained for both types of precursors, HPB and TPTP.

Original languageEnglish (US)
Pages (from-to)1769-1773
Number of pages5
JournalChemPhysChem
Volume22
Issue number17
DOIs
StatePublished - Sep 3 2021

Keywords

  • carbon nanostructure
  • graphene nanoribbons
  • on-surface synthesis
  • scanning tunneling microscopy
  • self-assembly

ASJC Scopus subject areas

  • Atomic and Molecular Physics, and Optics
  • Physical and Theoretical Chemistry

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