Tetradehydrodinaphtho[10]annulene and its transformation into zethrene: A hitherto unknown dehydroannulene and a forgotten aromatic hydrocarbon

Rui Umeda, Daijiro Hibi, Koji Miki, Yoshito Tobe*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

31 Scopus citations

Abstract

The synthesis and structural characterization of a hitherto unknown tetradehydro - dinaphtho[10]annulene, which had eluded isolation since attempts initiated during the late 1960s, was achieved. Moreover, the dehydroannulene was transformed into stable derivatives of zethrene, which was first reported in 1955, but forgotten for a long time. These molecules are substituted at the 7,14-positions and open the door to the zethrene family for potential application as optoelectronic materials.

Original languageEnglish
Pages (from-to)871-878
Number of pages8
JournalPure and Applied Chemistry
Volume82
Issue number4
DOIs
StatePublished - 10 May 2010

Keywords

  • Alkynes
  • Cross-coupling reactions
  • Dehydroannulenes
  • Polycyclic aromatic hydrocarbons
  • Transannular cyclization

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