Synthesis of [60]fullerene acetals and ketals: reaction of [60]fullerene with aldehydes/ketones and alkoxides.
The reaction of C(60) with propionaldehyde (butyraldehyde or phenylacetaldehyde) and MeONa-MeOH or EtONa-EtOH in anhydrous chlorobenzene in the presence of air at room temperature unexpectedly gave rare fullerene acetals 2aa-cb, while the reaction of C(60) with acetone (acetophenone, cyclohexanone, or cyclopentanone) and MeONa-MeOH or EtONa-EtOH under the same conditions afforded the uncommon fullerene ketals 4aa-db. A possible reaction mechanism for the formation of the fullerene acetals and ketals is proposed based on further experimental results.
Wang
Guan-Wu
GW
Hefei National Laboratory for Physical Sciences at Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, People's Republic of China. gwang@ustc.edu.cn
Li
Fa-Bao
FB
Chen
Zhong-Xiu
ZX
Wu
Ping
P
Cheng
Bin
B
Xu
Yu
Y