Journal of the Korean Chemical Society (대한화학회지)

Korean Chemical Society (대한화학회)
권호 표지

Electro-Catalytic Hydrogenation and the Electrode Reaction Mechanism of the Carbon-6-Bromo groups of 6,6-Dibromopenicillanic acid 1,1-Dioxide

6,6-Dibromopenicillanic acid 1,1-Dioxide 분자내 탄소 6-위치 브롬기의 전극촉매 수소화반응과 전극반응기구

  • 김일광 (원광대학교 자연과학대학 화학과) ;
  • 이영행 (원광대학교 자연과학대학 화학과) ;
  • 이채호 (원광대학교 자연과학대학 화학과)
  • Published : 1991.04.20
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Abstract

The electrochemical reduction of carbon-6-dibromo groups on 6,6-dibromo penicillanic acid 1,1-oxide(DBPA) was investigated by direct current, differential pulse polarography, cyclic voltammetry and controlled potential coulometry. The irreversible two electrons transfer on the reductive debromination of each bromo group proceeded by EC,EC mechanism at the two electrode reduction steps(-0.48, -1.62 volts). The 6-bromo-PA and 6,6-dihydro-PA was synthesized by controlled potential electrolysis. Upon the basis of results on the products analysis and interpretation of polarograms obtained at various pH, electrochemical reaction mechanism was suggested.

6,6-dibromopenicillanic acid 1,1-oxide(DBPA)의 6위치 dibromo기의 전기화학적 환원을 direct current, differential pulse polarography, cyclic voltammetry, 조절전위 전기량법으로 연구하였다. DBPA 환원과정은 2단계-0.48, -1.62 volts)에서 모두 완전비가역으로 2전자씩 이동하는 EC, EC 반응기구로 진행하였다. 조절전위 전기분해를 이용하여 6-bromo-PA와 6,6-dihydro-PA를 단계적으로 합성하였으며, pH 변화에 다른 폴라로그램의 해석과 생성물 분석의 결과를 바탕으로 전기화학적 반응기구도 제안하였다.

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