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Zwitterionic intermediates in enamine-singlet oxygen reactions. configuration-interaction studies on the indole-singlet oxygen reactions
Authors:Kizashi Yamaguchi  Takayuki Fueno  Isao Saito  Teruo Matsuura
Institution:Department of Chemistry, Faculty of Engineering Science, Osaka University, Toyonaka, Osaka 560 Japan;Department of Synthetic Chemistry, Kyoto University, Kyoto 606, Japan
Abstract:The theoretical calculations using INDO-RHF CI method have demonstrated that the reaction of singlet oxygen with 1,2,3-trimethylindoles proceeds via a zwitterionic peroxide intermediate. The calculations provide important predictions for the mechanism of enamine-singlet oxygen reactions.
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