Dianthraceno[a,e]pentalenes: Synthesis, crystallographic structures and applications in organic field-effect transistors

Gaole Dai, Jingjing Chang, Wenhua Zhang, Shiqiang Bai, Kuo-Wei Huang, Jianwei Xu, Chunyan Chi

Research output: Contribution to journalArticlepeer-review

61 Scopus citations


Two soluble and stable dianthraceno[a,e]pentalenes with two (DAP1) and six (DAP2) phenyl substituents were synthesized. Both compounds possess a small energy band gap and show amphoteric redox behaviour due to intramolecular donor-accepter interactions. X-ray crystallographic analysis revealed that DAP2 has a closely packed structure with multi-dimensional [C-H⋯π] interactions although there are no π-π interactions between the dianthraceno[a,e]pentalene cores. As a result, solution-processed field effect transistors based on DAP2 exhibited an average hole mobility of 0.65 cm2 V-1 s-1. Under similar conditions, DAP1 showed an average field effect hole mobility of 0.001 cm2 V-1 s-1. This journal is
Original languageEnglish (US)
Pages (from-to)503-506
Number of pages4
JournalChem. Commun.
Issue number3
StatePublished - 2015

Bibliographical note

KAUST Repository Item: Exported on 2020-10-01
Acknowledgements: This work was financially supported by the NUS Start-Up Grant (R-143-000-486-133) and MOE AcRF grants (R-143-000510-112 and R-143-000-573-112) (C. C.), the NUS-IMRE Molecular Material Center (J. X.), and KAUST (K. W. H.).

ASJC Scopus subject areas

  • Materials Chemistry
  • Surfaces, Coatings and Films
  • Metals and Alloys
  • Ceramics and Composites
  • General Chemistry
  • Catalysis
  • Electronic, Optical and Magnetic Materials


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