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Reaction of triphenyl phosphite ozonide with thioacetals

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Abstract

Kinetic regularities in the reaction of triphenyl phosphite ozonide with several thioacetals in CH2Cl2 solution at −15°C have been studied. The consumption rate of ozonides is described by the kinetic equation W=k0[(C6H5O)3P·O3]+k1[(C6H5O)3P·O3][R1R2C(SR3)2] Rate constants k0 and k1 for the thioacetals: (CH3H7S)2CH2, (C6H5S)2CH2, (C6H5CH2S)2CH, (n=C12H25−S)2CH2, (C3H7S)2C(H)CH3, (C3H7S)2C(H)C6H5, (C3H7S)2C(CH3)C6H5 and (C3H7S)2C(H)C10H9, increases with increasing the electron-donating power of subtituents Ri.

Abstract

Изучены кинетические закономерности реакции озонида трифенилфосфита с рядом тиоацеталей в растворе CH2Cl2 при −15°C. Скорость расходования озонида описывается уравнением: W=k0[(C6H5O)3P·O3]+k1[(C6H5O)3P·O3][R1R2C(SR3)2] Определены k0 и k1 для тиоацеталей (C3H7S)2CH2, (C6H5S)2CH2, (C6H5CH2S)2CH2, (n-C12H25S)2CH2, (C3H7S)2C(H)CH3, (C3H7S)2C(H)C6H5, (C3H7S)2C(CH3)C6H5, (C3H7S)2C(H)C10H9. Возрастание электродонорных свойств заместителей приводит к увеличению константы скорости реакции.

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Shereshovets, V.V., Korotaeva, N.M., Puzin, Y.I. et al. Reaction of triphenyl phosphite ozonide with thioacetals. React Kinet Catal Lett 42, 39–46 (1990). https://doi.org/10.1007/BF02137615

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  • DOI: https://doi.org/10.1007/BF02137615

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