13C-NMR of aniline: Why are carbons that are further from the amine group more downfield than carbons that are closer? A $\ce{^{13}C}$-NMR of aniline shows that the carbons further from the $\ce{-NH2}$ group are more downfield than the ones near the top of the benzene ring. If electronegative atoms like nitrogen have a deshielding effect on nearby Carbons, why is this the case? Is it because of dipole vectors?
Although the nitrogen atom is more electronegative than carbon, nitrogen will readily share its electron pair, allowing one to draw a resonance structure where the nitrogen is donating electron density into the ring. Therefore, the donating of the lone pair of electrons overcomes the inductive effects arising from the difference in electronegativity.