5,6,11,12,17,18-hexadehydro-1,4,7,10,13,16-hexaethynyltribenzo[a,e,i] cyclododecene: Synthesis and CpCo-catalyzed cycloisomerization to the first superdelocalized oligophenylenes

Christian Eickmeier, Heiko Junga, Adam J. Matzger, Frank Scherhag, Moonsub Shim, K. Peter C. Vollhardt

Research output: Contribution to journalArticle

Abstract

The largest subunit of the carbon allotrope 'graphyne', title compound 1, is also a potential precursor to circular [6]phenylene, antikekulene. Single and double CpCo-catalyzed cycloisomerization provided the respective angular [3]- and [5]-phenylenes. Their spectroscopic data indicate that they harbor superdelocalization.

Original languageEnglish (US)
Pages (from-to)2103-2108
Number of pages6
JournalAngewandte Chemie (International Edition in English)
Volume36
Issue number19
DOIs
StatePublished - Jan 1 1997
Externally publishedYes

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Keywords

  • Aromaticity
  • Carbon allotropes
  • Cyclotrimerizations
  • Phenylenes
  • Superdelocalization

ASJC Scopus subject areas

  • Chemistry(all)

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