| 2-苯基吲哚单重态氧反应机理 |
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| 引用本文： | 凌可庆,刘志滨,胡宏纹. 2-苯基吲哚单重态氧反应机理[J]. 有机化学, 1995, 15(5): 530-535 |
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| 作者姓名： | 凌可庆 刘志滨 胡宏纹 |
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| 作者单位： | 淮北煤炭师范学院化学系，中国科技大学应用化学系，南京大学化学系 安徽，淮北 235000，安徽，合肥 230026，江苏，南京 210008 |
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| 基金项目： | 煤炭高校优秀青年科学基金 |
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| 摘 要： | 本文比较了在甲醇介质下, 2-苯基吲哚(1)单重态氧反应中的捕捉反应以及2-苯基-3H-吲哚-3-酮(4)的亲核加成反应特征。结果显示, 在1的单重态氧反应中, 捕捉反应主要发生于两性离子(2)阶段, 而4并非导致捕捉产物的重要中间体。根据上述事实, 结合有关反应溶剂极性效应的研究结果, 对反应机理进行了探讨。
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| 关 键 词： | 吲哚 P 反应机理 亲核反应 加成反应 单重态氧 苯基吲哚 煤炭高校优秀青年科学基金 |
Mechanism of singlet oxygenation of 2-phenylindole |
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| LING Ke-Qing. Mechanism of singlet oxygenation of 2-phenylindole[J]. Chinese Journal of Organic Chemistry, 1995, 15(5): 530-535 |
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| Authors: | LING Ke-Qing |
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| Abstract: | Trapping reactions in singlet oxygenation of 2-phenylindole (1) and nucleophilic addition reactions of 2-phenyl-3H-indol-3-one (4) both in methanolic media were studied comparatively. It was showed that trapping reactions in singlet oxygenation of 1 occured mainly on the stage of zwitterionic intermediate (2), whereas 4 was not a major precursor to trapping products. In views of such a conclusion as well as the observations on solvent polarity effect of the singlet oxygen reaction, a possible mechanism was proposed. |
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| Keywords: | 2-phenylindole singlet oxygenation trapping reaction 2-phenyl-3H-indol-3 -one nucleophilic addition reaction mechanism |
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