Abstract
A new series of 2-(2-hydroxynaphthylazo)arylmercury chlorides (Ia–Ib) were prepared by azo coupling of diazonium salts of 2-aminophenyl-, 2-amino-5-bromophenyl-, 2-amino-5-methylphenyl-, and 2-amino-5-nitrophenylmercury chlorides with 2-naphthol. Reactions of compounds Ia–Ib with tellurium tetrabromide in 1:1 and 2:1 molar ratios in dry dioxane gave 2-(2-hydroxynaphthylazo)aryltellurium tribromides (IIa–IId) and bis(2-(2-hydroxynaphthylazo)aryl)tellurium dibromides (IIIa–IIId), respectively, in good yields. Reduction of compounds IIa–IIc and IIIc–IIId by ethanolic hydrazine hydrate gave the corresponding ditellurides (IVa–IVc) and tellurides (Vc–Vd), respectively, in moderate to good yields. Treatment of compounds IIIb and IIId with [Pd(PPh3)4] in acetonitrile gave new symmetrical biaryls containing azo groups. All compounds were characterized by spectroscopic data and elemental analysis. GRAPHICAL ABSTRACT
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