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氮-(ω-三丁基锡)烷基邻苯二甲酰亚胺的光诱导单电子转移环化反应

Single Electron Transfor Promoded Photoinduced Cyclization Reactions of N-(ω-Tributylstannyl)alkylphthalimides
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摘要 氮-(ω-三丁基锡)烷基邻苯二甲酰亚胺在光诱导下生成环化物,溶剂亲核性影响其光反应机制:在强亲核性溶剂中反应按单电子转移(SET)机制进行,并以很高的产率得到环化物;在弱亲核性溶剂中氢转移和单电子转移(SET)机制反应同时存在。 Photoinduced reactons of N-(ω-tributylstannyl)alkylphthalimides produced to ringed compounds.The nucleophily of solvent influenced the mechanism of photoinducedcyclization reactions.The mechanism of photoreaction in solvent with strong nucleophily was SET(single electron transfer) and cyclized products could be obtained in high yield. However for the photoreaction in solvents with weak nucleophily, mechanisms of SET and hydrogen atom abstraction existed together.
出处 《黑龙江八一农垦大学学报》 2007年第3期90-94,共5页 journal of heilongjiang bayi agricultural university
基金 黑龙江省农垦总局科技局计划项目(HNKXIVED-006)。
关键词 光环化反应 单电子转移(SET) 氢转移 三丁基锡 邻苯二甲酰亚胺 Photocyclization Single electron transfer (SET) Hydrogen atom abstraction Tributylstannyl Phthalimide
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参考文献4

  • 1Kanaoka Y,Migita Y,Koyama K,et al.Photocyclization of N-Alkylphthalimides to Benzazepinoe Lactams.UnusualTwo-Fold Norrish Type II Reactions[J].Tetrahedron Lett.,1973,(14):1193-1196.
  • 2Lee Y J,Mariano P S,Yoon U C.Exploratory Studies of H-Atom Abstraction and Silyl-Transfer Photoreactions of Silylalkyl Ketones and (Silylalkyl)phthalimides[J].J.Org.Chem.,1996,(61):3304-3314.
  • 3Yoon U C,Mariano P S.The Synthetic Potential of phthalimide SET Photochemistry[J].Acc.Chem.Res.,2001,(34):523-533.
  • 4Borg R M,Mariano P S.Allylstannane photoadditions to iminium salts efficiencie of sequential electron eransfer destannation versus desilylation pathways[J].Tetrahedral Lett.,1986,(27):2821.

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