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- W2318584718 abstract "Reactions of 2,4,6-tri-t-butylnitrosobenzene (1) with alkylmagnesium halides afforded 6-alkyl-1-hydroxy-imino-2,4,6-tri-t-butyl-2,4-cyclohexadienes (2), 4-alkyl-1-hydroxyimino-2,4,6-tri-t-butyl-2,5-cyclohexadienes (3), and N-alkyl-2,4,6-tri-t-butylanilines (4) depending on the Grignard reagents used. The distribution of the reaction products indicated that the oximes were formed via an attack of the anionic species on the ortho- and the para-carbons, respectively, to the nitroso group, but that the N-alkylanilines via a free radical mechanism involving an electron transfer from the Grignard reagent to 1. The free radical mechanism was confirmed in the case of t-butylmagnesium chloride by trapping the t-butyl radicals as 1-t-butoxyimino-2,4,4,6-tetra-t-butyl-2,5-cyclohexadiene (8). Such a mechanistic difference has been explained in terms of the difference in electron affinities of the free radicals derived from Grignard reagents." @default.
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- W2318584718 date "1975-02-01" @default.
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- W2318584718 title "Reactions of 2,4,6-Tri-<i>t</i>-butylnitrosobenzene with Grignard Reagents" @default.
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- W2318584718 doi "https://doi.org/10.1246/bcsj.48.621" @default.
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