Tungstic acid-tributyltin chloride on a charcoal catalyst in the epoxidation of alkenes with hydrogen peroxide.

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概要

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• Several alkenes, such as cyclopentene, cyclohexene, 1-octene, 2-octene, 1-decene, styrene, and 1-methyl-1-cyclohexene, were epoxidized with aqueous (30%) hydrogen peroxide. <I>n</I>-Bu<SUB>3</SUB>SuCl was a good co-catalyst of H<SUB>2</SUB>WO<SUB>4</SUB> for the selective epoxidation. The conversion was improved by modifying charcoal as the carrier with such alkylating or alkylsilylating agents as <I>N</I>,<I>N</I>-dimethylformamide dibutyl acetal (DMFBA) or <I>N</I>,<I>O</I>-bis(trimethylsilyl)acetamide. Cyclopentene oxide, cyclohexene oxide, and 2-octene oxide were obtained from the corresponding olefins in the good yields of 74, 64, and 76% respectively by using DMFBA-modified charcoal as the support. The epoxidation was first-order with respect to both cyclohexene and H<SUB>2</SUB>O<SUB>2</SUB>. The apparent activation energy of the epoxidation of cyclohexene was 11.2 kcal/mol.

• 公益社団法人 日本化学会の論文

著者

• Inoue Masami

  Faculty Of Engineering Toyama University

• Enomoto Saburo

  Faculty Of Pharmaceutical Sciences Toyama Medical And Pharmaceutical University

• Itoi Yasushi

  Faculty of Pharmaceutical Sciences, Toyama Medical and Pharmaceutical University

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