Photochemical transformations of 1-arylcyanomethyl-9,10-anthraquinones |
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| Authors: | L S Klimenko I Ya Mainagashev Z V Leonenko N P Gritsan |
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| Institution: | (1) Novosibirsk Institute of Organic Chemistry, Siberian Branch of the Russian Academy of Sciences, 9 ul. Akad. Lavrent'eva, 630090 Novosibirsk, Russian Federation;(2) Institute of Chemical Kinetics and Combustion Siberian Branch of the Russian Academy of Sciences, Novosibirsk State University, 3 ul. Institutskaya, 630090 Novosibirsk, Russian Federation |
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| Abstract: | Photochemical transformations of 1-arylcyanomethyl-9,10-anthraquinones were studied. It was established that under irradiation, the hydrogen atom of the substituted methyl group is transferred to aperi-quinoid oxygen atom to form the corresponding 9-hydroxy1, 10-anthraquinone-1-arylcyanomethides. Dark transformations of photoinduced quinonemethides result from three competing parallel processes: intramolecular transfer of the hydrogen atom, a reaction with a solvent (alcohol), and oxidation by dissolved oxygen. The kinetics of these reactions were studied.Translated fromIzvestiya Akademii Nauk. Seriya Khimicheskaya, No. 10, pp. 1988–1994, October, 1995.This study was financially supported by the Russian Foundation for Basic Research (Grant No. 95-03-08920) and the Commitee for Higher Education of Russian Federation within the framework of the  Chemistry program, Photochemistry course. |
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| Keywords: | photochemical transformations 1-arylcyanomethyl-9 10-anthraquinones nucleophilic addition oxidation kinetics quantum-chemical calculations |
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