Catalytic Behavior of Phenols in Pyrolytic Conversion of Allylic Dithiolcarbonates to Allylic Sulfides

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概要

• 論文の詳細を見る

• Pyrolytic conversion of S-(2-alkenyl) S-alkyl dithiocarbonates (allylic dithiolcarbonates) to 2-alkenyl alkyl sulfides (allylic sulfides) was catalyzed by phenols bearing electron-attracting substituents. The reaction is pseudo-first-order and the apparent first-order rate constants are proportional not only to the concentration of phenols but also to the hydrogen-bonding capability of phenols. The entropy of activation for the phenol-catalyzed reaction is ca. 8 e.u. smaller than that for the uncatalyzed reaction. The reactivity of S-(1-phenylallyl) S-alkyl dithiocarbonates did not obey Hammett's or Taft's equation. Based on these findings together with the MNDO (modified neglect of diatomic overlap) calculation data, a possible role of phenols in the pyrolytic conversion of allylic dithiolcarbonates to allylic sulfides is discussed.

• 公益社団法人日本薬学会の論文
• 1990-11-25

著者

• 原野 一誠

  Faculty of Pharmaceutical Sciences, Kumamoto University

• 久野 拓造

  Faculty Of Pharmaceutical Sciences Kumamoto University

• 原野 一誠

  熊本大学 薬

• 原野 一誠

  熊本大学薬学部

• 久野 拓三

  熊本大学薬学部

• 山城 茂

  Faculty of Pharmaceutical Sciences, Kumamoto University

• 三坂 恵祐

  Faculty of Pharmaceutical Sciences, Kumamoto University

• 三坂 恵祐

  Faculty Of Pharmaceutical Sciences Kumamoto University

• 山城 茂

  Faculty Of Pharmaceutical Sciences Kumamoto University

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