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[60]富勒烯缩醛和缩酮的合成:[60]富勒烯与醛/酮及醇盐的反应。

Synthesis of [60]fullerene acetals and ketals: reaction of [60]fullerene with aldehydes/ketones and alkoxides.

作者信息

Wang Guan-Wu, Li Fa-Bao, Chen Zhong-Xiu, Wu Ping, Cheng Bin, Xu Yu

机构信息

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.

出版信息

J Org Chem. 2007 Jun 22;72(13):4779-83. doi: 10.1021/jo070387p. Epub 2007 May 25.

DOI:10.1021/jo070387p
PMID:17523665
Abstract

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.

摘要

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。

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