Mechanism of hydrolysis of vinyl selenides and stability of. alpha.-selenocarbonium ions

L Hevesi, JL Piquard, H Wautier

文献索引：Hevesi,L.; Piquard,J.L.; Wautier,H. Journal of the American Chemical Society, 1981 , vol. 103, p. 870

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被引用次数: 28

摘要

Abstract: The mechanism of the acid-catalyzed hydrolysis of a number of methyl vinyl selenides has been investigated. For all the compounds kinetic solvent isotope effects kH30+/kD30+ ranged from 1.4 to 1.8. It was also shown that a substantial amount of substrate isomerization and deuterium incorporation occurred during hydrolysis. These results contrast with those reported for vinyl ethers, vinyl sulfides, and phenyl vinyl ...