Wang Guan-Wu, Zhang Ting-Hu, Cheng Xin, Wang Fan
Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China.
Org Biomol Chem. 2004 Apr 21;2(8):1160-3. doi: 10.1039/b317084e. Epub 2004 Mar 18.
Reaction of [60]fullerene in toluene with diethyl methylmalonate (3a), diethyl ethylmalonate (3b), diethyl bromomalonate (3c), triethyl methanetricarboxylate (3d) and ethyl cyanoacetate (3e) in the presence of manganese(III) acetate dihydrate afforded benzyl-substituted unsymmetrical 1,4-adducts 4a-4e. Dibenzylated 1,4-adduct 5 and methanofullerene 6 were also obtained in the case of 3d and 3e, respectively. A possible reaction mechanism for the formation of the 1,4-adducts 4a-4e is proposed.
在二水合醋酸锰存在下，[60]富勒烯在甲苯中与丙二酸二乙酯（3a）、乙基丙二酸二乙酯（3b）、溴代丙二酸二乙酯（3c）、甲烷三羧酸三乙酯（3d）和氰基乙酸乙酯（3e）反应，生成了苄基取代的不对称1,4 - 加合物4a - 4e。在3d和3e的反应中，还分别得到了二苄基化的1,4 - 加合物5和甲烷富勒烯6。本文提出了形成1,4 - 加合物4a - 4e的可能反应机理。
