Published October 10, 2019 | Version v1
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Overcoming steric hindrance in aryl-aryl homocoupling via on-surface copolymerization

  • 1. nanotech@surfaces Laboratory, Empa, Swiss Federal Laboratories for Materials Science and Technology, 8600, Dübendorf, Switzerland
  • 2. Max Planck Institute for Polymer Research, 55128, Mainz, Germany
  • 3. Department of Chemistry and Biochemistry, University of Bern, 3012, Bern, Switzerland
  • 4. Division of Materials Science, Graduate School of Science and Technology Nara Institute of Science and Technology (NAIST) 8916-5 Takayama-cho, Ikoma, 630-0192, Japan
  • 5. Max Planck Institute for Polymer Research, 55128, Mainz, Germany and Organic and Carbon Nanomaterials Unit, Okinawa Institute of Science and Technology Graduate University 1919-1 Tancha, Onna-son, Kunigami, Okinawa, 904-0495, Japan
  • 6. Max Planck Institute for Polymer Research, 55128, Mainz, Germany and Institute of Physical Chemistry, Johannes Gutenberg-Universität Mainz, 55128, Mainz, Germay

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Description

On‐surface synthesis is a unique tool for growing low‐dimensional carbon nanomaterials with precise structural control down to the atomic level. One of the most applied reactions to covalently interlink molecular precursors is dehalogenative aryl‐aryl coupling. Failures in this process are often related to the steric hindrance between reactants, which may arise due to their coplanarity upon adsorption on a surface. In a recent work we proposed a copolymerization approach to overcome the limitations that prevent intermolecular homocoupling. We used suitable linkers as additional reactants to demonstrate formation of fully conjugated polycyclic nanowires incorporating non‐benzenoid rings. This record contains data to support the experimental and theoretical evidences discussed in the manuscript.

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References

Journal reference (Manuscript in which the results are presented)
ChemPhysChem 20, 2360 - 2366, (2019), doi: 10.1002/cphc.201900283