Stable carbocations. CLXIV. Relative ability of charge delocalization by phenyl, cyclopropyl, and methyl groups in carbenium ions

GA Olah, PW Westerman…

Index: Olah,G.A. et al. Journal of the American Chemical Society, 1974 , vol. 96, p. 3548 - 3559

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Citation Number: 100

Abstract

Abstract: The relative order of charge delocalization by neighboring phenyl, cyclopropyl, and methyl groups in related series of stable, long-lived carbocations was studied by 13C nmr spectroscopy. The decreasing order of charge delocalization was generally found to be Ph> c-Pr> CH3. The results are interpreted in terms of differentiating delocalization in the intermediate ions (as measured by cmr spectroscopy) from participation of the same ...