化学学报 ›› 1995, Vol. 53 ›› Issue (12): 1204-1208. 上一篇    下一篇

研究论文

烷基取代蒽的单电子氧化

李昭昭;L.M.TOLBERT   

  1. 福建师范大学化学系;美国佐治亚理工学院化学与生化系
  • 发布日期:1995-12-15

Oxidation of alkylanthracene

LI ZAOZAO;L.M.TOLBERT   

  • Published:1995-12-15

在无水CHCl3-吡啶中, 烷基取代蒽被碘氧化生成的中间体游离基正离子, 在亲核试剂进攻蒽环使9-, 10-C氧化, 和侧链烷基去质子两种竞争反应中, 若蒽环9-或10-C未取代, 则以9-, 10-C氧化占绝对优势; 若蒽环9-, 10-C均被取代, 则以侧链去质子氧化占优势。甲基去质子速度比乙基和环丙基快得多。

关键词: 紫外分光光度法, 氧化, 反应机理, 红外分光光度法, 元素分析, 吡啶, 质子磁共振谱法, 蒽 P, 三氯甲烷

Oxidation of 9-alkylanthracene by pyridine-iodine proceeded mainly through nucleophilic attack of the solvent molecule on the intermediate radical cation. In the case of 9,10-dialkylanthracene, deprotonation leading to side-chain oxidation was sole procedure, and deprotonation of methyl was much more rapid than that of ethyl and cyclopylanthracene.

Key words: ULTRAVIOLET SPECTROPHOTOMETRY, OXIDATION, REACTION MECHANISM, INFRARED SPECTROPHOTOMETRY, ELEMENTAL ANALYSIS, PYRIDINE, PROTON MAGNETIC RESONANCE SPECTROMETRY, ANTHRACENE P, TRICHLOROMETHANE

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