Musalov M.V. 1
Musalova M.V. 1
Potapov V.A. 1
1 A.E. Favorsky Irkutsk Institute of Chemistry
Effective regioselective methods for preparation of earlier unknown compounds, addition products according to the Markovkov rule, based on the reactions of tellurium tetrahalides and selenium dihalides with allylbenzene have been developed. The reaction of tellurium tetrachloride with allylbenzene in carbon tetrachloride led to 2-chloro-3-phenylpropyltellurium trichloride in 95% yield. Under the same conditions, tellurium tetrabromide does not react with allylbenzene, however, this reaction proceeds in ethyl acetate to lead to 2-bromo-3-phenylpropyltellurium tribromide. The regioselective methods for preparation of addition products according to the Markovkov rule, bis(2-halo-3-phenylpropyl) selenides, have been developed based on the reactions of selenium dihalides with allylbenzene. The obtained data allow to state that the reactions of selenium dihalides proceed via the formation of intermediate anti-Markovnikov products (kinetic products), which undergo isomerization to thermodynamically more stable Markovnikov products.