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

Article abstract of DOI:10.1016/S0040-4039(00)79492-5

Iron(III) hexacyanoferrate(III) is shown to be a useful reagent in oxidative coupling of 4,5,6-trichloroguaiacol (4,5,6-TCG). Dimerisation proceeds via oxidative demethylation and loss of chloride to give an ortho-quinonoid dimer in high yield. The proposed structure 1 is based largely on mass-spectra of methyl derivatives of the corresponding diol.