The construction
of dinaphtho[2,1-b;2′,3′-d]furan-6-ol was developed via a dehydration reaction involving
two molecules of 2,3-dihydroxynaphthalene in the presence
of a strong acid. Starting from the dinaphthofuran, a
variety of butterfly shaped derivatives were synthesized. The optical
properties of these compounds were investigated with special attention
to the dihedral angle formed by adjacent dinaphthofuran
rings and/or the sizes of the fused aromatic rings.