Reactions of substituted 1-phenylethyl carbocations with alcohols and other nucleophilic reagents
JP Richard, WP Jencks
Index: Richard, John P.; Jencks, William P. Journal of the American Chemical Society, 1984 , vol. 106, # 5 p. 1373 - 1383
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Citation Number: 184
Abstract
Abstract: Selectivities of a series of substituted 1-phenylethyl carbocations toward alcohols and other nucleophiles have been determined by product analysis. The I-(4-(dimethylamino) phenyl) ethyl carbocation exhibits a high selectivity in its reactions with alcohols, with kEtOH/kTFE= 140 and p,,,= 0.5. The selectivity for activation-limited reactions with alcohols decreases progressively with increasing reactivity of the carbocation, in contrast to the ...
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