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Electroorganic reactions on organic electrodes—XII. Functional group-selective reduction using electrodes coated with LB-films of a quaternary ammonium salt: selective reduction of hydroxyl groups of α-hydroxyaldehydes

✍ Scribed by Yoshihito Kunugi; Tsutomu Nonaka; Hsien-Ju Tien


Publisher
Elsevier Science
Year
1990
Tongue
English
Weight
492 KB
Volume
35
Category
Article
ISSN
0013-4686

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✦ Synopsis


Glassy carbon electrodes coated with LB(Langmuir-Blodgett)-films of a dimethyldioctadecylammonium salt were found to reduce selectively the hydroxyl groups of a-hydroxyaldehydes having reducible hydroxyl and formyl groups at the same carbon atoms. Similar selective reduction was also observed at an uncoated glassy carbon electrode in a cathodic solution containing a tetraethylammonium salt as a co-supporting electrolyte in high concentrations such as 500 mM.

Reduction mechanism was also discussed from electrochemical and organic-chemical aspects.