Synthesis of C5-symmetric functionalized [60]fullerenes by copper-mediated 5-fold addition of Reformatsky reagents.
A variety of Reformatsky reagents were added five times to [60]fullerene in good yield in the presence of a stoichiometric amount of a copper(I) complex. The penta-addition products C60(CH2CO2R)5H (R=Et, t-Bu, CH2CF3, (CH2CH2O)2Et, and CH2CH2CCSiMe3) can then be converted to the corresponding penta-hapto metal complexes. When the R group is a (-)-menthyl group, the corresponding metal complex comprises an organometallic complex with a coordination sphere consisting of a homochiral C5-symmetric environment.
Nakae
Takahiro
T
Nakamura Functional Carbon Cluster Project, ERATO, Japan Science and Technology Agency, 7-3-1, Hongo, Bunkyo-ku, Tokyo 113-0033, Japan.
Matsuo
Yutaka
Y
Nakamura
Eiichi
E