Photolysis of 2,2-Diethoxy-2,3-dihydrophenalene-1,3-dione
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概要
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Irradiation of 2,2-diethoxy-2,3-dihydrophenalene-1,3-dione (<B>6</B>) with a pyrex-filtered high-pressure Hg arc lamp afforded acetaldehyde, 2-ethoxy-3-hydroxyphenalene-1-one (<B>7</B>) and bis-2-(2-ethoxy-l,3-dioxo-2,3-dihydro) phenalenyl (<B>8</B>). Mechanistic studies revealed that the first step of this photoreaction was a homolytic fission of the C–OC<SUB>2</SUB>H<SUB>5</SUB> bond to 2-(2-ethoxy-1,3-dioxo-2,3-dihydro)phenalenyl radical (<B>9</B>) and ethoxyl radical. This homolytic fission occurred mostly from the triplet and in part from the singlet excited state of <B>6</B>. Dimerization of <B>9</B> gave <B>8</B> and the disproportionation between <B>9</B> and ethoxyl radical gave acetaldehyde and <B>7</B>. The photochemical behaviors of a variety of triketone derivatives were discussed.
- 公益社団法人 日本化学会の論文
著者
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Otsuji Yoshio
Department Of Applied Chemistry College Of Engineering University Of Osaka Prefecture
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Imoto Eiji
Department of Applied Chemistry College of Engineering The University of Osaka Prefecture
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Maeda Eiichi
Department of Applied Chemistry, College of Engineering, University of Osaka Prefecture
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Wake Shigeo
Department of Applied Chemistry, College of Engineering, University of Osaka Prefecture
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