Substituent Effects of Potassium Phenoxides on the Carboxylation of Indene by Carbon Dioxide

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概要

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• The carboxylation of indene by carbon dioxide was investigated in the presence of substituted phenoxides in DMF. The reaction took place rapidly at 0℃ and was apparently completed within about ten minutes. Indene-3-carboxylic acid was found to be formed in 42-98% yields from indene, depending on the substituents (p-OC_4H_9,p-OCH_3,p-CH_3,H, p-Cl, m-Cl, p-CN, and m-NO_2) of the phenoxides. The substituent effect upon the interaction of carbon dioxide with the substituted phenoxides was observed. It was found that the yield of indene-3-carboxylic acid increased with substituents of negative σ values, giving rise to a linear relation between the logarithm of the equilibrium constants of carboxylation of indene and the σ values. Relative rates of reaction were compared with the various substituted phenoxides mentioned above. The mechanism of the reaction is briefly discussed.

• 公益社団法人日本薬学会の論文
• 1983-09-25

著者

• 森 久和

  Kyoritsu College of Pharmacy

• 管 孝男

  Faculty of Pharmaceutical Sciences, University of Tokyo

• 管 孝男

  Faculty Of Pharmaceutical Sciences University Of Tokyo:(present Address)faculty Of Pharmaceutical Sc

• 管 孝男

  Faculty Of Pharmaceutical Sciences The University Of Tokyo

• 峯田 一幸

  Research Center of Mitsubishi Chemical Industries Ltd.

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