Electronic effects in elimination reactions. VI. Bimolecular eliminations from 1-aryl-2-propyl and 2-aryl-1-propyl tosylates and bromides
CH DePuy, DL Storm, JT Frey…
Index: DePuy,C.H. et al. Journal of Organic Chemistry, 1970 , vol. 35, p. 2746 - 2750
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Citation Number: 18
Abstract
A kinetic study of the bimolecular, base-promoted elimination reactions of the a-and P- methyl-substituted 8-phenylethyl tosylates and bromides is reported. The reactions were conducted in potassium t-butoxide in t-butyl alcohol and sodium ethoxide in ethanol. These compounds are shown to develop less carbanion character in the transition states of their elimination reactions than in those of p-phenylethyl tosylates and bromides. The p values ...
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