Published July 15, 2020 | Version v1
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On-surface synthesis of polyazulene with 2,6-connectivity

  • 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. Organic and Carbon Nanomaterials Unit, Okinawa Institute of Science and Technology Graduate University, 1919-1 Tancha, Onna-son, Kunigami, Okinawa 904-0495, Japan
  • 4. Department of Chemistry and Biochemistry, University of Bern, Freiestrasse 3, CH-3012 Bern, Switzerland

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Description

Azulene, the smallest neutral nonalternant aromatic hydrocarbon, serves not only as a prototype for fundamental studies but also as a versatile building block for functional materials because of its unique opto(electronic) properties. The record contains data to support our recent work where we report the on-surface synthesis and characterization of the homopolymer of azulene connected exclusively at the 2,6-positions using 2,6-diiodoazulene as the monomer precursor. Properties of carbon-based aromatic systems are sensitively determined by their bond topologies. So far, much attention has been paid to the design and synthesis of aromatic materials like conjugated polymers and nanographenes constituted by alternant hydrocarbons, which do not possess odd-membered rings. In contrast, incorporation of non-alternant hydrocarbons has only rarely been explored.

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References

Journal reference
Q. Sun, I.C. Hou, K. Eimre, C.A. Pignedoli, P. Ruffieux, A. Narita, R. Fasel, Chem. Commun. 55, 13466-13469 (2019), doi: 10.1039/C9CC07168G