Electrolytic reduction of vanillin to vanillyl alcohol at amalgamated copper, lead and zinc electrodes

Sharma, Pinki; Gaur, J.N.

doi:10.1007/bf00610977

Cited by 9 publications

(3 citation statements)

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“… 231 Amalgam or mercury-plated electrodes have been used also in preparative organic electroreductive synthesis. 34 , 42 , 153 , 210 , 231 − 236 For example, amalgamated copper, lead, and zinc were used to reduce vanillin to vanillyl alcohol, 232 amalgamated lead and copper in the adiponitrile synthesis, 42 amalgamated copper in the reduction of salicylic acid to salicylaldehyde, 234 mercury-plated copper in the synthesis of l -cysteine hydrochloride, 34 , 210 and amalgamated lead in the reduction of oxalic to glyoxylic acid ( Scheme 13 ). 235 …”

Section: Strategies For Inhibiting the Cathodic Corrosionmentioning

confidence: 99%

“…For example, dental amalgam electrodes are similar to silver electrodes but with a higher hydrogen overvoltage. − In another study, Pd, Au, Pt, and Cu amalgams behaved similarly than the pure Hg . Amalgam or mercury-plated electrodes have been used also in preparative organic electroreductive synthesis. ,,,,− For example, amalgamated copper, lead, and zinc were used to reduce vanillin to vanillyl alcohol, amalgamated lead and copper in the adiponitrile synthesis, amalgamated copper in the reduction of salicylic acid to salicylaldehyde, mercury-plated copper in the synthesis of l -cysteine hydrochloride, , and amalgamated lead in the reduction of oxalic to glyoxylic acid (Scheme ). …”

Section: Strategies For Inhibiting the Cathodic Corrosionmentioning

confidence: 99%

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Cathodic Corrosion of Metal Electrodes—How to Prevent It in Electroorganic Synthesis

et al. 2021

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The critical aspects of the corrosion of metal electrodes in cathodic reductions are covered. We discuss the involved mechanisms including alloying with alkali metals, cathodic etching in aqueous and aprotic media, and formation of metal hydrides and organometallics. Successful approaches that have been implemented to suppress cathodic corrosion are reviewed. We present several examples from electroorganic synthesis where the clever use of alloys instead of soft neat heavy metals and the application of protective cationic additives have allowed to successfully exploit these materials as cathodes. Because of the high overpotential for the hydrogen evolution reaction, such cathodes can contribute toward more sustainable green synthetic processes. The reported strategies expand the applications of organic electrosynthesis because a more negative regime is accessible within protic media and common metal poisons, e.g., sulfur-containing substrates, are compatible with these cathodes. The strongly diminished hydrogen evolution side reaction paves the way for more efficient reductive electroorganic conversions.

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Section: Strategies For Inhibiting the Cathodic Corrosionmentioning

confidence: 99%

Section: Strategies For Inhibiting the Cathodic Corrosionmentioning

confidence: 99%

Cathodic Corrosion of Metal Electrodes—How to Prevent It in Electroorganic Synthesis

et al. 2021

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“…aqueous solution). In these articles, the formation of vanillyl alcohol (Scheme 1.11) was postulated [131,132], along with the assessment of the effects of various parameters such as pH, temperature and electrode materials (e.g. copper, lead, zinc) on the cathodic process.…”

Section: Electrochemical Studies Of Vanillinmentioning

confidence: 99%

The electrochemical reactions of pyridoxine (vitamin B6) and some phenolic compounds in aprotic organic solvents

Lee¹

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Firstly, I would like to thank Nanyang Technological University (NTU) for awarding me with a Research Scholarship and for their financial support to attend an overseas conference.My utmost gratitude also extends to my supervisor, Prof. Richard D. Webster, for his continuous support and guidance throughout my graduate studies and during the preparation of this thesis.My PhD was definitely also made an extremely enriching experience because of the countless opportunities provided by Prof. Webster to explore and learn many new and interesting concepts within the field of electrochemistry.I would like to acknowledge my previous mentor, Prof. M. Senthilkumar, for bringing so much fun and laughter during my undergraduate days, and for giving his invaluable advice and encouragement to pursue a PhD.My sincere appreciation is also conveyed to Dr. S. A. Pullarkat and Prof. D. Vidovic for imparting to me essential laboratory skills when I was an undergraduate student, and at the same time introducing me to the world of scientific research which also piqued my interest in it.Many thanks to my fellow lab mates

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Glassy carbon surface effects on the electroreduction of aromatic carbonyl compounds Part III: Vanillin

1992

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Electrolytic reduction of vanillin to vanillyl alcohol at amalgamated copper, lead and zinc electrodes

Cited by 9 publications

References 9 publications

Cathodic Corrosion of Metal Electrodes—How to Prevent It in Electroorganic Synthesis

Cathodic Corrosion of Metal Electrodes—How to Prevent It in Electroorganic Synthesis

The electrochemical reactions of pyridoxine (vitamin B6) and some phenolic compounds in aprotic organic solvents

Glassy carbon surface effects on the electroreduction of aromatic carbonyl compounds Part III: Vanillin

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