Sonication of 1,1-dichloro-TPSCp (TPSCp = 2,3,4,5-tetraphenyl-1-silacyclopentadiene) with lithium in a 1:3 ratio in THF gives the 1,1'-disila-2,2',3,3',4,4',5,5'-octaphenylfulvalene dianion {[TPSCp(-)](2).2[Li+]} as the major product. Further sonication of [TPSCp(-)](2).2[Li+] in the presence of lithium gives the 2,3,4,5-tetraphenylsilole dianion {[TPSCp(2-)].2[Li+]} exclusively. NMR studies (H-1, C-13, Si-29) of these anions show significant delocalization of the negative charges to the silole rings.