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Electrochemical Synthesis of Keto and Enol Forms of Tetraketones of the Type 3,4-Diaroyl-2,5-hexanedione by Oxidative Dimerization of Aroylacetones

M. Laćan ; Faculty of Technology, University of Zagreb
I. Tabaković ; High Military Technical School, Zagreb
Miroslava Vukićević ; Institute of Food Science and Technology, Zagreb


Puni tekst: engleski pdf 8.392 Kb

str. 465-474

preuzimanja: 240

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Sažetak

Tetraketones of the type 3,4-diaroyl-2,5-hexanedione: Ar
= CsH;-, p-CHs-CsH4-, 3,4-(CHsh-CsHs-, p-CHaO-CsH4-, p-
Cl-CsH4-, p-Br-C6H4- and 2-C4H3S- were prepared in good
yield by oxidative anodic dimerization of aroylacetones. Electrochemical
oxidation was carried out at constant current (4-5 A)
in cylindrical cell without diaphragm with Pt-gauze anode and
Ni-cathode. Depending on the method used (A or B) and depending
on the properties of the electrolysed aroylacetones, dimer-products
were isolated as stable keto or enol tautomers. Electrolysis in 80°/o
aqueous methanol (Method A) gave keto or enol tautomers, while
electrolysis in absolute methanol (Method B) yielded only enol
tautomers.

Ključne riječi

Hrčak ID:

197017

URI

https://hrcak.srce.hr/197017

Posjeta: 387 *