Homolytic Aromatic Isopropyloxycarbonyloxylation Induced by Oxygen
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概要
- 論文の詳細を見る
Thermal decomposition of diisopropyl peroxydicarbonate in benzene was carried out at several temperatures ranging from 40 to 70°C under an atmosphere of nitrogen, air or oxygen; the presence of oxygen caused the production of isopropyl phenyl carbonate. For this aromatic isopropyloxycarbonyloxylation induced by oxygen, a mechanism is proposed, which involves reversible addition of an isopropyloxycarbonyloxy radical to an aromatic nucleus to give a cyclohexadienyl intermediate, followed by oxidation with oxygen to produce the carbonate ester. The reaction in a mixture of benzene and hexadeuteriobenzene showed isotope effects for the formation of the ester, <I>k</I><SUB>H</SUB>⁄<I>k</I><SUB>D</SUB>=2.1–2.3, thus supporting the reversibility of the addition step of the isopropyloxycarbonyloxy radical to benzene.
- 公益社団法人 日本化学会の論文
著者
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Nakata Toshio
Department Of Mathematics Faculty Of Science Hiroshima University
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Simamura Osamu
Department of Chemistry Faculty of Science The University of Tokyo
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Tokumaru Katsumi
Department of Chemistry Faculty of Science The University of Tokyo
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