Chemical effects of steric strains. 22. Rates of solvolysis of dimethyl (2-norbornyl) carbinyl p-nitrobenzoates and of the quaternization of 2-dimethylaminonorbornanes. …

HC Brown, M Ravindranathan

文献索引：Brown,H.C.; Ravindranathan,M. Journal of the American Chemical Society, 1978 , vol. 100, # 6 p. 1865 - 1869

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被引用次数: 14

摘要

Abstract: The techniques previously used to explore the effects of steric strains in strained homomorphs were applied to exoand endo-norbornyl derivatives in order to examine the importance of steric effects in the behavior of those derivatives. The solvolysis of dimethyl (ena 'o-2-norbornyl) carbinyl p-nitrobenzoate proceeds 18 times faster than the exo isomer. A similar factor is observed in the solvolysis of neopentyldimethylcarbinyl p-nitrobenzoate ...