4.8 Article

NBN-embedded Polycyclic Aromatic Hydrocarbons Containing Pentagonal and Heptagonal Rings

Journal

ORGANIC LETTERS
Volume 21, Issue 5, Pages 1354-1358

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b00057

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Funding

  1. European Union [696656]
  2. German Research Foundation (DFG) [391979941]
  3. European Social Fund
  4. Federal State of Saxony (ESF-Project GRAPHD, TU Dresden)
  5. China Scholarship Council (CSC)

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Two novel nonhexagonal ring fused NBN-dibenzophenalenes (NBN-penta and NBN-hepta) were designed and synthesized. X-ray analysis reveals the planar structure of NBN-penta, while NBN-hepta displays a double-helical structure. Both compounds possess higher oxidation potential compared to the NBN-type zigzag-edged polycyclic aromatic hydrocarbons. The resultant NBN-penta and NBN-hepta exhibit global aromatic character based on X-ray analysis and DFT calculations. Furthermore, single crystal transistors of NBN-penta and NBN-hepta were fabricated, manifesting their promising potential in organic electronics.

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