A
polyquinane polycyclic compound consisting of fused five-membered
hydrocarbon rings.
If the compound is unsaturated instead of saturated, it is called a
polyquinene. The simplest polyquinane is the
bicyclic compound bicyclo3.3.0octane. Other members are triquinacene and
dodecahedrane.
Triquinacene
The compound
triquinacene, sometimes simply called
quinacene (tricyclo5.2.1.0
4,10deca-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
in connection with its suspected
homoaromaticity 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
.
See also
-
Fused 6 aromatic membered rings: the
-
Triquinacene is isomeric with: bullvalene, diisopropenyldiacetylene
