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化学学报
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化学学报 ›› 1987, Vol. 45 ›› Issue (9): 875-880. 上一篇    下一篇

研究论文

1,1-二甲基-2-(9-菲基)-环丙烷的直接同面1,3氢迁移

吴国生;马云飞;李尊良;徐建华   

  1. 中国科学院上海有机化学研究所;南京大学化学系
  • 发布日期:1987-09-15

Direct suprafacial 1,3-hydrogen migration of 1,1-dimethyl-2-(9-phenanthryl) cyclopropane

WU GUOSHENG;MA YUNFEI;LI ZUNLIANG;XU JIANHUA   

  • Published:1987-09-15

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二甲基被氘代的标题环丙烷光解生成2-甲基d3-4-(9-菲基)-1-丁烯-d3,它的结构系根据光谱和化学降解推断.基于分子轨道跟踪法和激发分子基础轨道对间的键序变化讨论.标题化合物最合理的开环模式是同面的1,3氢迁移.

关键词: 菲 P, 光化学反应, 氢, 分子轨道, 环丙烷 P, 重排反应, 化学键, 激发态, 转移反应

Irradiation of the title compound with d6 labeled Me groups I gave 2-methyl-d3-4-(9-phenanthryl)-1-butene-d3, which was elucidated on the bases of the spectral properties and chem. degradation Based on the discussions of MO and the bond order change between the designed pairs of basis orbitals on excitation, the most reasonable ring-opening mode of the title compound appeared to be the direct suprafacial 1,3-hydrogen migration.

Key words: PHENANTHRENE P, PHOTOCHEMICAL REACTION, HYDROGEN, MOLECULAR ORBIT, CYCLOPROPANE P, REARRANGEMENT REACTION, CHEMICAL BONDS, EXCITED STATE, TRANSFER REACTIONS

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