高等学校化学学报

高等学校化学学报 ›› 1995, Vol. 16 ›› Issue (3): 380.

• 论文 • 上一篇    下一篇

1,9-乙撑基蒽和1,9-乙撑基-10-甲基蒽的单电子氧化

李昭昭1, Laren M. Tolbert2   

  1. 1. 福建师范大学化学系, 福州 350007;
    2. 美国乔治亚理工大学化学与生物化学系, 亚特兰大, GA 30332
  • 收稿日期:1994-03-04 修回日期:1994-10-19 出版日期:1995-03-24 发布日期:1995-03-24
  • 通讯作者: 李昭昭,女,50岁,副教授.
  • 作者简介:李昭昭,女,50岁,副教授.
  • 基金资助:

    美国国家癌症研究所研究基金;美国国家科学研究基金

One-Electron Oxidation of Aceanthracene and 9-Methylaceanthracene

LI Zhao-Zhao1, Laren M. Tolbert2   

  1. 1. Department of Chemistry, Fujian Normal University, Fuzhou 350007;
    2. School of Chem. and Biochem., Georgia Institute of Technology, Atlanta, GA 30332, U.S.A.
  • Received:1994-03-04 Revised:1994-10-19 Online:1995-03-24 Published:1995-03-24

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摘要： 报道了1,9-乙撑基蒽和1,9-乙撑基-10-甲基蒽在CHCl3/吡啶中与碘反应的机理。它们的单电子氧化生成游离基正离子,该过程存在侧链去质子和吡啶进攻蒽环两种竞争反应。蒽环上引入乙撑基使侧链氧化远比环氧化占优势。乙撑基比甲基容易去质子。

关键词: 1, 9-乙撑基蒽, 9-乙撑基-10-甲基蒽, 氧化反应

Abstract: The oxidation of aceanthracene and 9-methylaceanthracene by pyridine/iodine in chloroform was studied.During the initial electron transfer,the radical cation of aceanthracene underwent predominantly deprotonation of ethylene,less nucleophilic attack by pyridine.The crystal structure of aceanthracene-pyridinium adduct was determined by X-ray diffraction method.In the case of 9-methylaceanthracene,deprotonation leading to sidechain oxidation was the sole procedure.Deprotonation of ethylene was much more rapid than that of methyl. No trace ring-oxidation is observed.

Key words: Aceanthracene, 9-Methylaceanthracene, Oxidation

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