The sterically overcrowded diarylsilanes, (Rind)(2)SiH2 and (Rind)(2)SiBr2, with the two bulky Rind groups (Rind: 1,1,3,3,5,5,7,7-octa-R-substituted s-hydrindacen-4-yl) have been synthesized by the coupling reaction of the Rind-substituted monochlorosilanes, (Rind)SiH2Cl, with (Rind)Li followed by bromination of the Si-H bonds. The key intermediates, (Rind)SiH2Cl, have been obtained by the reactions of the trihydrosilanes, (Rind)SiH3, with trichloroisocyanuric acid. The structural features of (Rind)(2)SiH2 and (Rind)(2)SiBr2 have been fully characterized by NMR spectroscopy and X-ray diffraction studies.