Reactions of six-membered ring α-diazoketones

K. Tanigaki, T. Honda, T. W. Ebbesen

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1 Citation (Scopus)


Photochemical reactions of 1-oxo-2-diazo-1,2- dihydrobenzene (DBQ), 1-oxo-2-diazo-1,2-dihydronaphthalene (DNQ) and 5-(4-tolyl)sulfonated DNQ (DNQ-5STL) are studied, as typical examples of six-membered ring α-diazoketones, by reverse-phase liquid chromatography. The obtained products under different reaction conditions, such as photochemical reactions of pure solid DNQ-5STL in air and in vacuo, are examined. The reactivity of the carboxv compounds produced in air or in a water-containing solution is also discussed. They exhibit decarboxylation, dimerization or azo formation in the presence of bases, being markedly dependent on the type of molecules. The azo formation rate constant of the 3- carboxyindene analogue from DNQ-5STL is much greater than that of its dimerization. Photochemical reactions of six-membered ring α-diazoketones from excitation to final product formation are also discussed.

Original languageEnglish
Pages (from-to)341-350
Number of pages10
JournalJournal of Photopolymer Science and Technology
Issue number3
Publication statusPublished - 1989

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry


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