Oxadisilole fused pentacenequinones and heptacenequinones

Stable, organic solvent soluble bis- and tetrakis-oxadisilole fused pentacenequinones (5a–b) and heptacenequinones (11a–b) were synthesized. Double Diels–Alder and fourfold aldol-condensation approaches were used. Absorption, emission and fluorescence quantum yield of the previously unknown acenequinones 5a and 11a were characterized. The role of the oxadisilole substituent on the photophysical properties was addressed.