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Quinone imine dye formation via photocycloaddition between isocyanates and chloranil
Authors:Kan Wakamatsu
Affiliation:Department of Chemistry, Faculty of Science, Okayama University of Science, 1-1 Ridai-cho, Okayama 700-0005, Japan
Abstract:Photochemical 2+2]cycloaddition between electron-donating aryl isocyanates and chloranil was observed in acetonitrile or benzene, and the following elimination of carbon dioxide resulted in the formation of the corresponding quinone imine dyes. This new route for synthesis of quinone imine was investigated by product analyses, laser flash photolyses, and molecular orbital calculation.
Keywords:Photocycloaddition  Exciplex  Electron transfer  Quinone imine  Isocyanate
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