A Convenient Method for the Preparation of Dialkylditellurides and Dialkyldiselenides

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• General procedure for the preparation of dialkylditellurides: to a mixture of finely ground elemental tellurium powder (0.64 g, 5 mmol) and sodium hydroxide (0.20 g, 5 mmol) in DMF (20 mL), phenyl hydrazine (0.33 g, 3 mmol) in 15 mL of DMF was added under nitrogen. The mixture was heated to 70 °C and stirred at this temperature for 5 h, until the tellurium powder was completely consumed. The organohalide (5 mmol) in 2 mL of DMF was added dropwise and the mixture was stirred at 70 °C for 30 min. The reaction mixture was cooled down and quenched with water (30 mL) followed with petroleum ether (30 mL). The organic layer was separated and the aqueous layer was extracted with petroleum ether (3 × 15 mL). The combined extract was washed subsequently with aqueous NaOH (2 × 10 mL, 0.1 N) and water and dried over anhydrous MgSO4. After evaporation of the solvent the residue was distilled to give the pure product. General procedure for the preparation of dialkyldiselenides: to a stirred mixture of elemental selenium powder (0.79 g, 10 mmol) and sodium hydroxide (0.40 g, 10 mmol) in 15 mL of DMF, phenyl hydrazine (0.65 g, 6 mmol) in 15 mL of DMF was added under nitrogen. The mixture was warmed to 50 °C and stirred at this temperature for 5 h, until the selenium powder was completely consumed. The organohalide (10 mmol) in 2 mL of DMF was added dropwise and the mixture was stirred at 50 °C for 30 min. The workup was same as the above. The pure dialkyldiselenide was obtained by distillation or recrystallization from suitable solvent
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