Solvolysis of 1-Adamantylcarbinyl and 3-Homoadamantyl Derivatives. Mechanism of the Neopentyl Cation Rearrangement1

JE Nordlander, SP Jindal…

文献索引：Nordlander,J.E. et al. Journal of the American Chemical Society, 1966 , vol. 88, # 19 p. 4475 - 4484

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被引用次数: 32

摘要

Abstract: The solvolyses of 1-adamantylcarbinyl arenesulfonates in various solvents have been studied as a model for interpretation of the corresponding reactions of neopentyl derivatives. Whereas the later yield products derived entirely from the t-amyl cation, it has not been clear whether the ionization and rearrangement processes are concerted or sequential. Since the primary 1-adamantylcarbinyl cation contains a strain-free ring ...