Study on the Claisen rearrangement. VI. Catalytic effect of alkali metal salts on the Claisen rearrangement of allyl o- or p-hydroxyphenyl ether.
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概要
- 論文の詳細を見る
The Claisen rearrangement of allyl <I>o</I>- or <I>p</I>-hydroxyphenyl ether is catalyzed by alkali metal salts. The mechanism of the catalytic effect is different from that by Lewis acids such as zinc chloride. It is considered that the hydroxyl group is dissociated into phenoxide ion –O<SUP>−</SUP> with loss of its proton through attack by the anion residue of an alkali metal salt. Thus, the catalytic effect is attributable to a strong electron-releasing effect of phenoxide ion –O<SUP>−</SUP>. Furthermore, for the <I>o</I>-isomer, an intramolecular repulsion between the phenoxide ion –O<SUP>−</SUP> and the ethereal oxygen operates.
- 公益社団法人 日本化学会の論文
著者
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Hayashi Takatoshi
Department Of Applied Chemistry Faculty Of Science And Engineering Ritsumeikan University
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Okada Yutaka
Department Of Applied Chemistry Faculty Of Science And Engineering Ritsumeikan University
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Inaba Takeshi
Department of Chemistry, Faculty of Science and Engineering, Ritsumeikan University
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