Effect of. beta.-fluorine substituents on the rate and equilibrium constants for the reactions of. alpha.-substituted 4-methoxybenzyl carbocations and on the reactivity of …

…, TL Amyes, L Bei, V Stubblefield

Index: Richard, John P.; Amyes, Tina L.; Bei, Li; Stubblefield, Vernon Journal of the American Chemical Society, 1990 , vol. 112, # 26 p. 9513 - 9519

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Citation Number: 71

Abstract

Abstract: The reactions of 4-MeOArCH (R) Cl (R= CH2F, CHF2, CF3) and 4-MeOArC (CF3) 2Y (Y= OTs and Br) with nucleophilic reagents were studied in 5050 (v/v) trifluoroethanol/water. There is chloride common ion rate depression of the solvolysis of eMeOArCH (R) Cl. The large leaving group effect, bs/kk= 9 X IO", for the solvolysis of 4- MeOArC (CF3) 2Y suggests that the reaction of the tosylate is accelerated by the relief of ...