Toward Cove-Edged Low Band Gap Graphene Nanoribbons

Graphene nanoribbons (GNRs), defined as nanometer-wide strips of graphene, have attracted increasing attention as promising candidates for next-generation semiconductors. Here, we demonstrate a bottom-up strategy toward novel low band gap GNRs (Eg = 1.70 eV) with a well-defined cove-type periphery both in solution and on a solid substrate surface with chrysene as the key monomer. Corresponding cyclized chrysene-based oligomers consisting of the dimer and tetramer are obtained via an Ullmann coupling followed by oxidative intramolecular cyclodehydrogenation in solution, and much higher GNR homologues via on-surface synthesis. These oligomers adopt nonplanar structures due to the steric repulsion between the two C–H bonds at the inner cove position. Characterizations by single crystal X-ray analysis, UV–vis absorption spectroscopy, NMR spectroscopy, and scanning tunneling microscopy (STM) are described. The interpretation is assisted by density functional theory (DFT) calculations.

• Publication year

  2015

• Venue

  Journal of the American Chemical Society

• Publication date

  2015-04-24

• Fields of study

  Medicine, Materials Science, Chemistry

• Identifiers
  DOI 10.1021/jacs.5b03017PMID 25909566PMCID 4456008
• External record

  Open on Semantic Scholar

• Source metadata

  Semantic Scholar, PubMed

• No claims are published for this paper.

• No concepts are published for this paper.

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