Monoalkylation of C60 and C70 with Zn and active alkyl bromides.
We report a convenient and simple solution-phase electron-transfer reaction of C(60) with zinc and alpha-bromoacetonitrile, alpha-bromo acetate esters, allyl bromide, benzyl bromide and alpha-bromo ketones in DMF, with which different types of monoalkylated C(60) derivatives can be prepared. When this method is employed with C(70), 2-carbomethoxymethyl-1,2-dihydro[70]fullerene (isomer 5a) is produced as one of the two 1,2-monoalkylated C(70) isomers, together with the first 5,6-monoalkylated C(70) derivative.
Wang
Zhongwen
Z
Center for Advanced Carbon Materials, Department of Chemistry, University of Kentucky, Lexington, KY 40506-0055, USA.
Meier
Mark S
MS