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Photochemical transformations of 1-arylcyanomethyl-9,10-anthraquinones

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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.

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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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Klimenko, L.S., Mainagashev, I.Y., Leonenko, Z.V. et al. Photochemical transformations of 1-arylcyanomethyl-9,10-anthraquinones. Russ Chem Bull 44, 1907–1913 (1995). https://doi.org/10.1007/BF00707225

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  • DOI: https://doi.org/10.1007/BF00707225

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