Stabilization of positive charge by. beta.-silicon

JB Lambert, GT Wang, RB Finzel…

Index: Lambert,J.B.; Wang,G.; Finzel,R.B. Journal of the American Chemical Society, 1987 , vol. 109, p. 7838

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Citation Number: 190

Abstract

Abstract: The largest acceleration by a trimethylsilyl group in the formation of positive charge has been measured in r-4-tert-butyl-c-2-(trimethylsilyl) cyclohex-t-yl (6). As the trifliioroacetate, this molecule reacts 10l2 times faster than cyclohexyl trifluoroacetate at 25 OC in 97% aqueous trifluoroethanol. Measurements for 6 were carried out on the 3, 5- dinitrobenzoate, and the leaving group ratio was obtained from the closely related cis-2-( ...

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