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Mechanisms for reactions of halogenated compounds. Part 4.[1] activating influences of ring-nitrogen and trifluoromethyl in nucleophilic aromatic substitution

…, JS Waterhouse, DLH Williams, B Anderson

文献索引:Chambers, R. D.; Martin, P. A.; Waterhouse, J. S.; Williams, D. L. H.; Anderson, B. Journal of Fluorine Chemistry, 1982 , vol. 20, p. 507 - 514

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被引用次数: 33

摘要

Abstract Rate constants have been measured for the reactions of ammonia with various fluorinated pyridines and diazines in aqueous dioxan at 25. From the results the activating effects of ring-nitrogen (relative to C H) and of trifluoromethyl (relative to-H) have been determined. Ring-nitrogen activates the system at points ortho-, meta-and para-to the point of substitution, in the ratios ortho-6.2× 10 4, meta-8.5× 10 2, and para-2.3× 10 5. Similarly ...