Facile synthesis and self-assembly of diazafluorenone-based p-n (donor-acceptor) organic semiconductors

Wei Jie Li, Hai Mei Wu, Yi Bao Li, Chao Peng Hu, Ming Dong Yi, Ling Hai Xie, Lin Chen, Jian Feng Zhao, Xiang Hua Zhao, Nai En Shi, Yan Qian, Chen Wang, Wei Wei, Wei Huang

Research output: Contribution to journalArticlepeer-review

16 Scopus citations

Abstract

A mild and effective method to prepare 2,7-dibromo-4,5-diazafluoren-9-one (3) has been described involving tandem oxidation and rearrangement reactions. Diazafluorenone-based donor-acceptor (p-n) molecules via stille coupling reactions exhibit solvent-dependent fluorescence and excellent self-assembly behaviors at the solid-liquid interface according to the characterization of scanning tunneling microscopy (STM).

Original languageEnglish
Pages (from-to)8216-8221
Number of pages6
JournalTetrahedron
Volume68
Issue number39
DOIs
StatePublished - 30 Sep 2012
Externally publishedYes

Keywords

  • 2,7-Dibromo-4,5-diazafluoren-9-one
  • Organic semiconductors
  • Oxidation and rearrangement mechanism
  • P-n (donor-acceptor)
  • Self-assembly

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