The Photochemical Degradation of Diphenyl Sulfone-1-<SUP>14</SUP>C

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概要

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• The photolysis of diphenyl sulfone-1-<SUP>14</SUP>C upon irradiation with 2537 Å light in benzene gave biphenyl-1-<SUP>14</SUP>C and benzenesulfinic acid-<SUP>14</SUP>C. The yields of both compounds were estimated by means of an isotope dilution method. The <SUP>14</SUP>C activity of the sulfone recovered was equal to that of the sulfone employed, while that of biphenyl formed was found to have nearly one half of the <SUP>14</SUP>C activity. These results reveal that the phenylation reaction by phenyl radical formed by the photolytic cleavage of the C–S bond of the sulfone is an intermolecular reaction in which benzenesulfonyl radical appears to abstract hydrogen from the intermediate cyclohexadienyl radical rather than attacking benzene. The <SUP>14</SUP>C distribution indicates that the <SUP>14</SUP>C activity at 1-position was found to remain at the same position of biphenyl after photolysis of the sulfone. Thus, the photolysis of diaryl sulfones in benzene followed by the oxidation of biphenyl derivatives obtained would be a convenient method for the degradation of diaryl sulfones.

• 公益社団法人 日本化学会の論文

著者

• Furukawa Naomichi

  Department Of Chemistry And Tsukuba Advanced Research Alliance Center University Of Tsukuba

• Oae Shigeru

  Deparment of Applied Chemistry Faculty of Engineering Osaka City University

• Nakai Mamoru

  Department of Applied Chemistry, Faculty of Engineering, Osaka City University

• Nakabayashi Takeshige

  Department of Chemistry, Radiation Center of Osaka Prefecture

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