Russian Chemical Bulletin

, Volume 47, Issue 12, pp 2437–2440 | Cite as

Photochemical and thermal rearrangements of 2-arylamino-1-(4-tert-butylphenoxy)-9,10-anthraquinones

  • I. Ya. Mainagashev
  • L. S. Klimenko
  • N. P. Gritsan
Organic Chemistry
Received:
Revised:

Abstract

Photochemical transformations of 2-arylamino-1-(4-tert-butylphenoxy)-9,10-anthraquinones involve migration of thetert-butylphenyl group either to theperi-located carbonyl oxygen to give 2-arylamino-9-(4-tert-butylphenoxy)-1,10-anthraquinones or to the nitrogen atom to give 2-aryl(4-tert-butylphenyl)amino-1-hydroxy-9,10-anthraquinones (typical products of the Smiles rearrangement).

Key words

photochemistry Smiles rearrangement 1-(4-tert-butylphenoxy)-2-(p-toluidino)-9,10-anthraquinone 2-(p-anisidino)-1-(4-tert-butylphenoxy)-9,10-anthraquinone 
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Copyright information

© Kluwer Academic/Plenum Publishers 1999

Authors and Affiliations

  • I. Ya. Mainagashev
    • 1
  • L. S. Klimenko
    • 1
  • N. P. Gritsan
    • 2
  1. 1.Novosibirsk Institute of Organic ChemistrySiberian Branch of the Russian Academy of SciencesNovosibirskRussian Federation
  2. 2.Institute of Chemical Kinetics and CombustionSiberian Branch of the Russian Academy of SciencesNovosibirskRussian Federation

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