Abstract
As a new family of semiconductors, graphene nanoribbons (GNRs), nanometer-wide strips of graphene, have appeared as promising candidates for next-generation nanoelectronics. Out-of-plane deformation of π-frames in GNRs brings further opportunities for optical and electronic property tuning. Here we demonstrate a novel fjord-edged GNR (FGNR) with a nonplanar geometry obtained by regioselective cyclodehydrogenation. Triphenanthro-fused teropyrene 1 and pentaphenanthro-fused quateropyrene 2 were synthesized as model compounds, and single-crystal X-ray analysis revealed their helically twisted conformations arising from the [5]helicene substructures. The structures and photophysical properties of FGNR were investigated by mass spectrometry and UV–vis, FT-IR, terahertz, and Raman spectroscopic analyses combined with theoretical calculations.
Highlights
As a new family of semiconductors, graphene nanoribbons (GNRs), nanometer-wide strips of graphene, have appeared as promising candidates for next-generation nanoelectronics
Rubin and coworkers reported the synthesis of a nitrogen-doped fjord-edged GNR via solid-state topochemical polymerization, its nonplanarity was not discussed and the resulting GNRs seemed to have only limited solubility.[24]
We describe an efficient solution synthesis of a novel fjord-edged GNR (FGNR) via AB-type Suzuki polymerization[25] followed by a regioselective Scholl reaction
Summary
Authors Xuelin Yao − Max Planck Institute for Polymer Research, 55128 Mainz, Germany; orcid.org/0000-0002-42876073 Wenhao Zheng − Max Planck Institute for Polymer Research, 55128 Mainz, Germany. Silvio Osella − Chemical and Biological Systems Simulation Lab, Center of New Technologies, University of Warsaw, 02097 Warsaw, Poland; orcid.org/0000-0001-8541-1914. Zijie Qiu − Max Planck Institute for Polymer Research, 55128 Mainz, Germany; orcid.org/0000-0003-0728-1178. Dieter Schollmeyer − Department of Chemistry, Johannes Gutenberg University Mainz, 55128 Mainz, Germany. David Beljonne − Laboratory for Chemistry of Novel Materials, Université de Mons, B-7000 Mons, Belgium; orcid.org/0000-0002-2989-3557. Mischa Bonn − Max Planck Institute for Polymer Research, 55128 Mainz, Germany; orcid.org/0000-0001-68518453. Wang − Max Planck Institute for Polymer Research, 55128 Mainz, Germany; orcid.org/0000-0003-09403984. Notes The authors declare no competing financial interest
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