Abstract
Heteroles, whose -systems were expanded by the fusion with polycyclic conjugated systems, are of great interest because of their highly electronic and photophysical properties. No heterole derivatives bearing a biacenaphthylene moiety, however, have been prepared so far except a thiophene analogue. We here report the first syntheses of corresponding silole and pyrrole analogues via two step procedure from 1,2-dibromoacenaphthylene. The silole was obtained as a deep purple crystal. It decomposed rapidly on silica gel during chromatographic purification. On the other hand, the pyrrole analogue was obtained as a fairly stable dark red crystal.