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Photochemical and thermal rearrangements of 2-arylamino-1-(4-tert-butylphenoxy)-9,10-anthraquinones
Authors:I. Ya. Mainagashev  L. S. Klimenko  N. P. Gritsan
Affiliation:(1) Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 prosp. Akad. Lavrent'eva, 630090 Novosibirsk, Russian Federation;(2) Institute of Chemical Kinetics and Combustion, Siberian Branch of the Russian Academy of Sciences, 3 ul. Institutskaya, 630090 Novosibirsk, Russian Federation
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). Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2519–2522, December, 1998.
Keywords: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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