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- W2045001285 abstract "Electronic interactions in vinylamines can be divided into n N − π conjugation, and effects arising as a consequence of the electron-withdrawing abilities (−I) of both the nitrogen and π-system. Dehydroquinuclidine represents an ideal model which minimizes n N − π conjugation, and exhibits a pe spectrum which indicates that both the n N and π-orbitals are stabilized by about 0.4 eV relative to quinuclidine and bicyclooctene respectively. This stabilization is proposed to be a consequence of −I effects of each group and/or rehybridization of the nitrogen. Similar inductive effects are assumed to operate in enamines which do not prohibit n N − π interaction. In these cases, strong conjugative effects are operative in addition to the −I effects." @default.
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- W2045001285 date "1976-05-15" @default.
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- W2045001285 title "Influence of remote substituents on ionization potential. Part II. Enamines" @default.
- W2045001285 doi "https://doi.org/10.1139/v76-219" @default.
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