Treatment of [60]fullerene with an organocopper reagent converts one of the
pen tagons of the fullerene into cyclopentadienyl anion through addition o
f five organic groups on every peripheral carbon atom surrounding the penta
gon. Similar treatment of [70]fullerene afforded indenyl anion through regi
oselective tri-addition of the organic group. These anionic moieties strong
ly interact with the remainder of the fullerene pi -system, and provide uni
que opportunity for exploration of organometallic chemistry of a new class
of metal cyclopentadienides.