A Theoretical Study for the Reaction Pathways of the Schmidt Rearrangement and Fragmentation of Iminodiazonium Ions

Bibliographic Information

Other Title
  • シュミット転位反応・断片化反応の経路に関する理論的研究

Description

For the Schmidt reaction, it is expected that not only rearrangement but also fragmentation reaction takes place depending on substituent as in the Beckmann rearrangement. In this study, we analyzed pathways of the Schmidt reaction of substituted benzyl methyl ketones by theoretical calculations to clarify how a change of a reaction pathway occurred. It was found that as substituent became electron donating, reaction pathway changed from rearrangement to fragmentation as in the Beckman rearrangement. In addition, in iminodiazonium ion which was an intermediate of the Schmidt reaction a structure that was not obtained for the oxonium ion, an intermediate of the Beckman rearrangement, was found. We were able to find new pathways of the rearrangement and fragmentation reactions.

Journal

Details 詳細情報について

  • CRID
    1390282680531790720
  • NII Article ID
    130004646450
  • DOI
    10.11494/kisoyuki.57.0.28.0
  • Text Lang
    ja
  • Data Source
    • JaLC
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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