Polyquinane

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Bicyclo[3.3.0]octane

A polyquinane

bicyclic compound bicyclo[3.3.0]octane. Other members are triquinacene and dodecahedrane
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Triquinacene

Perspective image of triquinacene, a tricyclic polyquinene, has a cup-shaped geometry, suggesting a synthetic approach to dodecahedrane and possible interactions among its alkene regions

The compound triquinacene, sometimes simply called quinacene (tricyclo[5.2.1.04,10]deca-2,5,8-triene) is the second member of a family of polyquinenes. It was synthesized in 1964 in the group of R. B. Woodward[2] in connection with its suspected homoaromatic properties—though it was found to have no such properties—and also as part of a failed attempt to synthesize the then-elusive compound dodecahedrane. Triquinacene is stable, and has a melting point of 18 °C. The final step of its synthesis is a double Cope reaction to form two of the three alkenes.

triquinacene synthesis Woodward 1965

See also

References