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Russian Chemical Bulletin

, Volume 46, Issue 11, pp 1924–1930 | Cite as

Synthesis, structures, and properties of spiro[6-azaperimidine-2,4′-cyclohexa-2′,5′-dien]-1′-one derivatives

  • V. N. Komissarov
  • E. N. Gruzdeva
  • L. P. Olekhnovich
  • G. S. Borodkin
  • V. N. Khrustalev
  • S. V. Lindeman
  • Yu. T. Struchkov
  • V. A. Kogan
  • V. I. Minkin
Organic Chemistry

Abstract

The reaction of 5-amino-4-chloroquinolines with 4-amino-2,6-di-tert-butylphenol yielded derivatives of spiro[6-azaperimidine-2,4′-cyclohexa-2′,5′-dien]-1′-one, which exhibit photo-and thermochromic properties in solutions. The structure of 2′,6′-di-tert-butyl-5,7,9-trimethylspiro[6-aza,-2,3-dihydroperimidine-2,4′-cyclohexa-2′,5′-dien]-1′-one was established by X-ray diffraction study. The ring-chain isomerization of 2′,6′-di-tert-butyl-5,7-dimethyl-and 2′,6′-di-tert-butyl-5,7,8-trimethylspiro[6-aza-2,3-dihydroperimidine-2,4′-cyclohexa-2′,5′-dien]-1′-ones was studied by dynamic NMR spectroscopy.

Key words

2′,6′-di-tert-butyl-5,7-dimethylspiro[6-aza-2,3-dihydroperimidine-2,4′-cyclohexa-2′,5′-dien]-1′-one 2′,6′-di-tert-butyl-5,7,8-trimethylspiro[6-aza-2,3-dihydroperimidine-2,4′-cyclohexa-2′,5′-dien]-1′-one photochromism and thermochromism tingchain isomerization X-ray structural analysis dynamic NMR spectroscopy 

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Copyright information

© Plenum Publishing Corporation 1997

Authors and Affiliations

  • V. N. Komissarov
    • 1
  • E. N. Gruzdeva
    • 1
  • L. P. Olekhnovich
    • 1
  • G. S. Borodkin
    • 1
  • V. N. Khrustalev
    • 2
  • S. V. Lindeman
    • 2
  • Yu. T. Struchkov
    • 2
  • V. A. Kogan
    • 1
  • V. I. Minkin
    • 1
  1. 1.Institute of Physical and Organic ChemistryRostov State UniversityRostov-on-DonRussian Federation
  2. 2.A. N. Nesmeyanov Institute of Organoelement CompoundsRussian Academy of SciencesMoscowRussian Federation

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