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Structure of [4.4.4]propellane and [4.4.4]propellatriene by X-ray Analysis

✍ Scribed by O. Ermer; R. Gerdil; J. D. Dunitz

Publisher
John Wiley and Sons
Year
1971
Tongue
German
Weight
643 KB
Volume
54
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The crystal structures of [4.4.4]propellane (monoclinic, a=12.053, b=7.832, c=13.001 Å, β=104.89°, space group __C__2/c, Z=4) and [4.4.4]propellatriene (monoclinic, a=7.876, b=12.651, c=13.164 Å, β=122.81°, space group __P__2~1~/c,Z=4) have been determined by X‐ray analysis. In propellane the six‐membered rings are in the chair conformation, in propellatriene they adopt the ‘half‐chair’ conformation with a twofold axis passing through the centre of each double bond. In both cases the observed parameters correspond to virtual D~3~(32) molecular symmetry. Corrections have been applied for the effect of molecular libration. Strain‐minimization calculations based on semi‐empirical potential functions have been carried out and the molecular parameters so derived are compared with the experimental values.

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