The Journal of Organic Chemistry

Catalysis in aprotic solvents. Inter-and intramolecular hydrogen bonding complexation

E Ciuffarin, M Isola, P Leoni

Index: Ciuffarin, Ennio; Isola, Mauro; Leoni, Piero Journal of Organic Chemistry, 1981 , vol. 46, # 15 p. 3064 - 3070

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Citation Number: 25

Abstract

Results Uncatalyzed Reactions. The kinetics governing the aminolysis of 2-hydroxy-5-nitro-a- toluenesulfonic acid sultone (1) by n-butylamine (eq 2) have been determined in acetonitrile and toluene at 25 “C. A plot of kObsd/[BuNH2] vs.[BuNH2] for the reactions in acetonitrile yields a straight line (Figure 1). Thus, the