[n]Imperilenes: Stacked [n]trannulenes separated by planar cycloalkane rings

Farnaz A. Shakib, Mohammad R. Momeni, Judy I. Wu, Paul Von Ragué Schleyer, Zahra Azizi, Mehdi Ghambarian

Research output: Contribution to journalArticlepeer-review

3 Scopus citations


Two trannulene moieties fused to each other by means of perfectly planar cycloalkane rings comprise an interesting class of molecules (above) named "imperilenes". Based on computed geometries and NICSzz values, only the [5], [7], and [9]imperilene singlet states as well as the 4+ charged [4], [6], and [8]imperilenes and their higher energy neutral quintet states are aromatic. The π electron systems of the individual trannulene rings, rather than the overall electron count, determine the behavior.

Original languageEnglish (US)
Pages (from-to)3600-3603
Number of pages4
JournalOrganic Letters
Issue number14
StatePublished - Jul 15 2011
Externally publishedYes

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


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