SN2 reactions of nitranions with benzyl chlorides

F Bordwell, DL Hughes

Index: Bordwell, Frederick G.; Hughes, David L. Journal of the American Chemical Society, 1984 , vol. 106, # 11 p. 3234 - 3240

Full Text: HTML

Citation Number: 40

Abstract

Abstract: The rates of sN2 reactions of 19 nitranions with PhCH2Cl and 9 nitranions with m- CF3C6H4CH2C1 were measured in Me2S0 at 25 OC. Brcansted plots of log k vs. pKHA for reactions of anion families derived from carbazoles, phenothiazines, and diphenylamines with PhCH2C1 are linear with slopes of 0.32-0.33. Extension of the carbazole and phenothiazine family lines, which are collinear, provided a reference line by which ...