Diastereomeric cyclic tris-allenes

Chem Commun (Camb). 2013 Mar 28;49(25):2497-9. doi: 10.1039/c3cc40354h.

Abstract

Both diastereomers of the tris-allene, cyclododeca-1,2,5,6,9,10-hexaene have been obtained using a triple cyclopropylidene-allene rearrangement. On the NMR timescale, one has D3 symmetry, and is the smallest hydrocarbon synthesised to have this symmetry, and the second has C2 symmetry.

MeSH terms

  • Alkadienes / chemistry*
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Quantum Theory
  • Stereoisomerism

Substances

  • Alkadienes
  • propadiene