Nitrogen-14 chemical shifts in some substituted anilines

Abstract

Amino-¹⁴N chemical shifts have been measured in some substituted anilines by use of the heteronuclear double resonance method. The shifts are shown to correlate linearly with the Hammett σ values of the ring substituents and to be related directly to electron densities at the nitrogen nucleus found by other workers. This supports arguments that we have used qualitatively in previous papers. For four compounds where ¹⁵N data are also available, the relative ¹⁴N and ¹⁵N chemical shifts are found to be identical within experimental error.