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KMID : 1059519910350020165
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Journal of the Korean Chemical Society
1991 Volume.35 No. 2 p.165 ~ p.171
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Electro-Catalytic Hydrogenation and the Electrode Reaction Mechanism of the Carbon-6-Bromo groups of 6,6-Dibromopenicillanic acid 1,1-Dioxide
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Kim Il-Kwang
Lee Young-Haeng
Lee Chai-Ho
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Abstract
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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.
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