Diastereomeric cyclic tris-allenes

Diastereomeric cyclic tris-allenes

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.

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Veröffentlicht in:Chemical communications (Cambridge, England) England), 2013-03, Vol.49 (25), p.2497-2499
Hauptverfasser: Mustafa, Hussein H, Baird, Mark S, Al Dulayymi, Juma'a R, Tverezovskiy, Viacheslav V
Format: Artikel
Sprache:eng
Schlagworte:
Alkadienes - chemistry
Hydrocarbons
Magnetic Resonance Spectroscopy
Molecular Conformation
Nuclear magnetic resonance
Quantum Theory
Stereoisomerism
Symmetry
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Zusammenfassung: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.
ISSN:1359-7345
1364-548X
DOI:10.1039/c3cc40354h