Synthesis and Electron‐Diffraction Structure of all‐cis‐[]Fenestrane

Jan Brunvoll, Régine Guidetti‐Grept, Istvan Hargittai, Reinhart Keese

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The efficient synthesis of all‐cis‐[]fenestrane (2) from the readily available intermediate 3 allowed the electron‐diffraction analysis of 2. This structure analysis revealed long CC bonds in the central C(C)4 fragment and a twist‐envelope conformation for the four cyclopentane substructures. The four bridgehead H‐atoms are in a synclinal rather than an ecliptic position with an approximate D2 symmetry of 2. Planarizing distortions are evident from the opposite bond angles at the central C‐atom being 116.2 ± 0.5° with the remaining four being 103.7 ± 0.2°.

Original languageEnglish
Pages (from-to)2838-2846
Number of pages9
JournalHelvetica Chimica Acta
Issue number8
Publication statusPublished - Dec 15 1993


ASJC Scopus subject areas

  • Catalysis
  • Biochemistry
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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