The photo-cycloaddition of 3-cyano-2,4-pentanedione with cyclohexene and its quenching by enol ether.

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概要

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• The 1,3-dicarbonyl compound, with an electro-negative substituent, 3-cyano-2,4-pentanedione, gives the photoaddition product with cyclohexane. The adduct must be formed by the retro-aldol reaction of the "2+2" cycloaddition product and the hemiacetalization of the resulting 1,5-dicarbonyl compound. Enol ether, with a lower ionization potential, does not photoadd to 3-cyano-2,4-pentanedione but quenches the photoaddition between 3-cyano-2,4-pentanedione and cyclohexene. The solvent effect, the ionization potential, and quenching experiments show that the photoaddition follows a process involving a singlet excited complex.

• 公益社団法人 日本化学会の論文

著者

• TADA Masaru

  Department of Chemistry, School of Science and Engineering, Waseda University

• Tada Masaru

  Department Of Chemistry School Of Science And Engineering Waseda University

• Miura Kyo

  Department of Chemistry, School of Science and Engineering, Waseda University

• Harada Hidetoshi

  Department of Chemistry, School of Science and Engineering, Waseda University

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