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

Article abstract of DOI:10.1007/BF00707225

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 a peri-quinoid oxygen atom to form the corresponding 9-hydroxy-1,10-anthraquinone-1-arylcyanomethides.Dark transformations of photoinduced quinone-methides 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. - Keywords: photochemical transformations, 1-arylcyanomethyl-9,10-anthraquinones, nucleophilic addition, oxidation, kinetics, quantum-chemical calculations