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Abstract
AbstractThe cover picture shows the exponential decay of the UV/Vis absorption of a diarylmethyl cation in presence of 46 equivalents of 1‐(methylphenylamino)cyclohexene. Using diarylmethyl cations of different electrophilicity E allows us to perform a comprehensive comparison of enamine nucleophilicity (N) on the basis of the depicted correlation equation. Enamines, commonly characterized as strong nucleophiles, show dramatically different reactivities. For a typical s value of 0.85, the nucleophilicity range from N = 16 to N = 4 corresponds to relative reactions times of one minute versus 20 000 years. A detailed report on the relationships between structure and nucleophilicities of enamines is given by H. Mayr et al. on p. 2209 ff.
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