Reactions of isopropyl methylphosphonofluoridate with substituted phenols. I

J Epstein, RE Plapinger, HO Michel…

文献索引：Epstein,J. et al. Journal of the American Chemical Society, 1964 , vol. 86, p. 3075 - 3084

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被引用次数: 38

摘要

A study has been made of the reactivity of isopropyl methylphosphonofluoridate with various substituted phenols. The data indicate that:(a) The nucleophilic displacement capability of a phenolate increases with the basicity of the anion (log kg= 0.589 pK,-4.172).(b) Cationic sites in the phenol increase the reactivity of the phenolate and the increase is inversely related to the distance between cationic and anionic sites.(c) There are marked steric ( ...