Journal of organometallic chemistry

Rearrangement of the Grignard reagent from 1-methylcyclobutylmethyl bromide: origins of the methyl substituent effect

EA Hill, MW Hallade

文献索引：Hill, E. Alexander; Hallade, Marc W. Journal of Organometallic Chemistry, 1988 , vol. 352, p. 263 - 272

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被引用次数: 0

摘要

Abstract 1-Methyl substitution leads to a small decrease (ca. 0.45) in the rate of the ring cleavage rearrangement of cyclobutylmethylmagnesium bromide. Comparison with literature data for 3-and 5-membered rings indicates that the methyl substituent shifts the equilibrium in the direction of ring cleavage, mostly by stabilization of the double bond of the open isomer, and possibly partly by destabilization of the organometallic function of the ...