Angular-shaped naphthodifurans, naphtho[1,2-b;5,6-b′]- and naphtho[2,1-b;6,5-b′]-difuran: Are they isoelectronic with chrysene?

Masahiro Nakano, Shoji Shinamura, Yoshinobu Houchin, Itaru Osaka, Miyazaki Eigo, Kazuo Takimiya

Research output: Contribution to journalArticlepeer-review

24 Citations (Scopus)

Abstract

Although angular-shaped naphthodifurans, naphtho[1,2-b;5,6-b′]- and naphtho[2,1-b;6,5-b′]-difuran, are formally isoelectronic with chrysene as their thiophene counterparts, naphtho[1,2-b;5,6-b′]- and naphtho[2,1-b;6,5-b′]-dithiophene, the HOMO energy level of naphthodifurans is much higher than those of naphthodithiophenes and chrysene. The difference in electronic structure in the ground state can be explained by distinct electronic perturbation from the outermost aromatic rings.

Original languageEnglish
Pages (from-to)5671-5673
Number of pages3
JournalChemical Communications
Volume48
Issue number45
DOIs
Publication statusPublished - 2012 May 9
Externally publishedYes

ASJC Scopus subject areas

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

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