The Peracid-oxidation of Tetraphenylallene: The Formation of Hydroxyindanone and Its Oxidative Transformation
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概要
- 論文の詳細を見る
The oxidation of tetraphenylallene (<B>1</B>) with <I>m</I>-chloroperbenzoic acid has been reported. Under acidic conditions, 1-hydroxy-1,3,3-triphenyl-2-indanone (<B>2</B>) was isolated in 45% yield, along with benzophenone (<B>3</B>) and the <I>m</I>-chlorobenzoate of <B>2</B> as minor products. In the presence of sodium carbonate, the oxidation products were 2,2,4,4-tetraphenyloxetanone (<B>6</B>), <B>3</B>, and 1,3,3-triphenyl-2,3-dihydro-5<I>H</I>-indene-2,5-dione (<B>5</B>). The prolonged oxidation of <B>2</B> with per ace tic acid yielded α,α-diphenylphthalide (<B>9a</B>). The alkaline hydrolysis of <B>2</B> induced ring cleavage to give <I>o</I>-benzhydrylbenzilic acid (<B>15b</B>), whereas acid hydrolysis in ethanol or methanol gave the corresponding ethers, <B>16a</B> and <B>16b</B> respectively.
- 公益社団法人 日本化学会の論文
著者
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Oku Akira
Department Of Chemistry And Materials Technology Kyoto Institute Of Technology
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Mashio Fujio
Department of Chemistry, Kyoto Institute of Technology
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Shimada Kojiro
Department of Chemistry, Kyoto Institute of Technology
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