Octaphenylnaphthalene (2) was synthesized by the addition of tetraphen
ylbenzyne to tetraphenylcyclopentadienone, and decaphenylanthracene (3
) was synthesized by the addition of the same aryne to hexaphenylisobe
nzofuran followed by deoxygenation of the adduct. The structures of bo
th compounds were determined by X-ray analysis. Compound 2 adopts a co
nformation of approximate C-i symmetry with a slightly undulating naph
thalene nucleus, but compound 3 exhibits C-2 (and approximate D-2) sym
metry with a 63 degrees twist of the central anthracene.