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Oxidative coupling of 4,5,6-trichloroguaiacol with iron(III) hexacyanoferrate(III)

โœ Scribed by Kristina C. Arnoldsson; Carl Axel Wachtmeister


Publisher
Elsevier Science
Year
1991
Tongue
French
Weight
249 KB
Volume
32
Category
Article
ISSN
0040-4039

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โœฆ Synopsis


Iron(lll) hexacyanoferrate(lll) is shown to be a useful reagent in oxidative coupling of 4,5,5,. Dimerisation proceeds via oxidative demethylation and loss of chloride to give an orrho-quinonoid dimer in high yield. The proposed structure 1 is based largely on mass-spectra of methyl derivatives of the corresponding diol.

Iron(lll) hexacyanoferrate(lll) (1) has been used as a one-electron reagent to effect intramolecular carbon-carbon and carbon-oxygen coupling of bifunctional 8-dicarbonyl compounds (2). The pre-


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## Abstract The oxidation of naphthols by alkaline hexacyanoferrate(III), at constant ionic strength, gave coupled products. The rate of the reaction was dependent on the first powers of the concentrations of substrate, oxidant, and alkali. The activation energies were 31.8 and 34.5 kJ/mol for ฮฑ na