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Russian Chemical Bulletin

, Volume 54, Issue 7, pp 1720–1727 | Cite as

Nitration of photochromic spirophenanthroxazine

  • N. L. Zaichenko
  • A. S. Shashkov
  • L. S. Kol'tsova
  • A. I. Shienok
  • V. S. Marevtsev
Article

Abstract

Nitration of photochromic spirophenanthrooxazine with three different reagents (cupric nitrate, NaNO2 in acetic acid, and HNO3-H2SO4) was studied. The major reaction products were specified and characterized by 1H and 13C NMR and mass spectra. The mechanisms of their formation were proposed. Only the nitration with a mixture of nitric and sulfuric acids yielded a photochromic product containing the nitro group in the phenanthrene fragment.

Key words

nitration photochromism spiro compounds NMR spectroscopy mass spectrometry absorption spectra 

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Copyright information

© Springer Science+Business Media, Inc. 2005

Authors and Affiliations

  • N. L. Zaichenko
    • 1
  • A. S. Shashkov
    • 2
  • L. S. Kol'tsova
    • 1
  • A. I. Shienok
    • 1
  • V. S. Marevtsev
    • 1
  1. 1.N. N. Semenov Institute of Chemical PhysicsRussian Academy of SciencesMoscowRussian Federation
  2. 2.N. D. Zelinsky Institute of Organic ChemistryRussian Academy of SciencesMoscowRussian Federation

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