Recent advances in the chemistry of π-conjugated disilenes stabilized by the newly developed bulky groups based on a fused-ring octa-R-substituted s-hydrindacene skeleton (Rind groups) are described. The synthesis and characterization of the disilenes with various aryl substituents on the silicon atoms are covered. The highly co-planar π-frameworks stabilized by the perpendicularly-fixed Rind groups are demonstrated by the X-ray crystallographic analysis. The extension of the π-conjugation over the diaryldisilene framework is visualized by the photophysical properties such as the UV-vis absorption spectra and the distinct emission both in solution and in the solid state at an ambient temperature.