Chen Zhong-Xiu, Wang Guan-Wu
Hefei National Laboratory for Physical Sciences at Microscale and Department of Chemistry, University of Science and Technology of China, Hefei, Anhui 230026, P. R. China.
J Org Chem. 2005 Mar 18;70(6):2380-3. doi: 10.1021/jo047894g.
[reaction: see text] The reaction of [60]fullerene with 4-substituted phenylhydrazine hydrochlorides in refluxing chlorobenzene under aerobic conditions afforded 1-(4-substituted phenyl)-1,2-dihydro[60]fullerenes, which could be subsequently oxidized to 1-acetoxyl-4-aryl-1,4-dihydro[60]fullerenes by manganese(III) acetate dihydrate in one pot. The transformation of ArC(60)-H to ArC(60)-OAc has been realized with Mn(OAc)(3).2H(2)O for the first time.
[反应：见正文] 在有氧条件下，[60]富勒烯与4-取代苯肼盐酸盐在回流的氯苯中反应，得到1-(4-取代苯基)-1,2-二氢[60]富勒烯，随后可通过二水合乙酸锰(III)将其一锅氧化为1-乙酰氧基-4-芳基-1,4-二氢[60]富勒烯。首次使用Mn(OAc)₃·2H₂O实现了ArC₆₀-H到ArC₆₀-OAc的转化。
