Syntheses of benzilic acids through electrochemical reductive carboxylation of benzophenones in the presence of carbon dioxide.

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概要

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• Reaction conditions for the electrochemical synthesis of benzilic acid (<B>2a</B>) under the atmosphere of carbon dioxide was investigated from the preparative points of view. The highest yield of <B>2a</B> (86%) was obtained under the following conditions; cathode: mercury, electricity passed: 2.3 F/mol, constant current density: 2.5 mA/cm<SUP>2</SUP>, benzophenone (<B>1a</B>) (8.2×10<SUP>−3</SUP>mol), electrolyte(KI, 1.7×10<SUP>−2</SUP>mol) in DMF (50 ml). This method and conditions were applied to the syntheses of twelve benzilic acids (<B>2b–2m</B>) and yielded acids in the range of 10–92%. The yields were strongly depended on the electronic effect of substituents and benzilic acids were not obtained when the ring substituent was NO<SUB>2</SUB>, OH, or Br group.

• 公益社団法人 日本化学会の論文

著者

• IKEDA Yoshikazu

  National Institute of Materials and Chemical Research

• Manda Eiichiro

  National Chemical Laboratory for Industry

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