Sb. Choi et al., Aromatic benzannulated germole dianions. The dilithio and disodio salts ofa germaindenyl dianion, ORGANOMETAL, 19(9), 2000, pp. 1806-1809
Conversion of the neutral 1,1-dichloro-DPGI (1) (DPGI = 2,3-diphenyl-1-germ
aindene) to the lithium dianion (2a) or sodium dianion (2b) leads to the hi
ghly unusual phenomenon of aromatization of the GeC4 portion of 1-germainde
ne at the expense of the aromatic annulated Ca ring. Treatment of 2a with t
rimethylchlorosilane gave the 1,1-bis(trimethylsilyl)-DPGI derivative (3) i
n high yield. The structure of 2a was determined by X-ray crystallography a
nd found to possess two eta(5)-coordinated lithium ions. The five-membered
ring of the germaindenyl system undergoes significant carbon-carbon bond eq
ualization upon formation of the dianion, while the remaining four carbon a
toms become diene-like, exhibiting two short bonds separated by a long bond
.