置換α, α-ジメチルスチルベンの過安息香酸によるエポキシ化の速度論的研究 (第1報) : 4, 4-位に同じ置換基を持つα, α-ジメチルスチルベンのエポキシ化

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The rates of epoxidation of cis-and trans-α, α′-dimethylstilbene and 4, 4′-dimethoxy, 4, 4′-dimethyl, 4, 4′-dichloro, 4, 4′-dibromo, and 4, 4′-dinitro-derivatives with perbenzoic acid in benzene were determined at three temperatures, and the energies, free energies, and entropies of activation calculated. Values of the entropy of activation were nearly the same for all the cis-compounds and this was also the case for all the trans-compounds. The electron releasing substitueuts decreased and the electron attracting substituents increased, the free energy of activation. The Hammett treatment of the substituent effect gave an excellent straight line with the exception of the points for 4, 4′-dimethoxy derivatives in both cis- and trans-series. The difference in reactivity towards perbenzoic acid between cis-and trans-isomers was discussed.
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