Abstract
A comparison of the dipole moments of adequately chosen compounds with those calculated for their classical valence structures affords more significant values for the mesomeric moments of the N−C = Y mesomeric groups (with Y = C,N,O or S) when taking into account the π-inductive effect of the nitrogen atom on the C= Y bond. In so doing, HMO π-diagrams show a nil charge at the central carbon atom as predicted by the contributing valence structure Z (Fig. 1). The π-molecular diagram was also constructed for acrolein, indicating a small π-charge at the C(2) carbon atom. Ab initio electronic structures (a 6-31G basis set) are also determined for vinylamine, formamidine, formamide and thioformamide and interpreted according to the classical resonance concept.
Published Version
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