The Cation-Radical of a Hindered Quinone Diazide

  • H. Iwamura
  • A. Izuoka
  • T. Kohzuma
  • K. Ishiguro
  • Y. Sawaki
  • I. Mitulidis
  • A. Rieker
Conference paper

Abstract

The anodic oxidation of 4-diazo-2,6-di-tert-butylcyclohexa-2,5-dienone at −88°C produces a cation-radical that has been shown by ESR and AMI MO calculations to have a π-radical structure similar to that of phenoxy radicals but quite in contrast to the σ/π-radical nature of simple diazoalkane cation radicals.

Keywords

Phenyl Quinone Cyano Phenoxy Diazomethanes 

References

  1. 1.
    Denny DB, Newman NF (1967) J Am Chem Soc 89:4692CrossRefGoogle Scholar
  2. 2.
    Bethell D, Handoo KL, Fairhurst SA, Sutcliffe LH (1979) J Chem Soc, Perkin II 707Google Scholar
  3. 3.
    Winter W, Moosmayer A, Rieker A (1982) Z Naturforsch B 37:1623Google Scholar
  4. 4.
    Ishiguro K, Sawaki Y, Izuoka A, Sugawara T, Iwamura H (1987) J Am Chem Soc 109:2530CrossRefGoogle Scholar
  5. 5.
    Nikiforov GA, Plekhanova LG, De Jonge K, Ershov VV (1978) Izv Akad Nauk, Ser Khim 2752Google Scholar
  6. 6.
    Rieker A (1961) Thesis University of TübingenGoogle Scholar

Copyright information

© Springer-Verlag Berlin Heidelberg 1988

Authors and Affiliations

  • H. Iwamura
    • 1
    • 2
    • 3
  • A. Izuoka
    • 1
    • 2
    • 3
  • T. Kohzuma
    • 1
    • 2
    • 3
  • K. Ishiguro
    • 1
    • 2
    • 3
  • Y. Sawaki
    • 1
    • 2
    • 3
  • I. Mitulidis
    • 1
    • 2
    • 3
  • A. Rieker
    • 1
    • 2
    • 3
  1. 1.Institute for Molecular ScienceOkazakiJapan
  2. 2.Faculty of EngineeringNagoya UniversityChikusa-kuJapan
  3. 3.Institute for Organic ChemistryUniversity of TübingenTübingenGermany

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