Wang Guan-Wu, Li Fa-Bao, Chen Zhong-Xiu, Wu Ping, Cheng Bin, Xu Yu
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.
J Org Chem. 2007 Jun 22;72(13):4779-83. doi: 10.1021/jo070387p. Epub 2007 May 25.
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.
在室温下,于无水氯苯中,在空气存在的条件下,C(60) 与丙醛(丁醛或苯乙醛)以及甲氧基钠 - 甲醇或乙氧基钠 - 乙醇发生反应,意外地生成了罕见的富勒烯缩醛 2aa - cb;而在相同条件下,C(60) 与丙酮(苯乙酮、环己酮或环戊酮)以及甲氧基钠 - 甲醇或乙氧基钠 - 乙醇反应,则得到了不常见的富勒烯缩酮 4aa - db。基于进一步的实验结果,提出了富勒烯缩醛和缩酮形成的可能反应机理。