Synthesis and Electron‐Diffraction Structure of all‐cis‐[5.5.5.5]Fenestrane

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

Research output: Contribution to journalArticle

16 Citations (Scopus)

Abstract

The efficient synthesis of all‐cis‐[5.5.5.5]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
Volume76
Issue number8
DOIs
Publication statusPublished - Dec 15 1993

    Fingerprint

ASJC Scopus subject areas

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

Cite this