SN1 Reactions with Inverse Rate Profiles

B Denegri, S Minegishi, O Kronja…

Index: Denegri, Bernard; Minegishi, Shinya; Kronja, Olga; Mayr, Herbert Angewandte Chemie - International Edition, 2004 , vol. 43, # 17 p. 2302 - 2305

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Citation Number: 43

Abstract

According to Table1, the nucleofugality parameters obtained by this regression analysis range over eight orders of magnitude, from Nf= À 3.4 for 3, 5-dinitrobenzoate in 90% aqueous acetone to Nf= 4.7 for bromide in 80% aqueous ethanol. All slope parameters of chlorides, bromides, and 3, 5-dinitrobenzoates are close to 1.0. The slope parameter sf for trifluoroacetate is somewhat smaller in all solvents, indicating a slightly smaller ...