DOI: 10.1002/mrc.2586

A theoretical NMR study of ortho and para-substituted benzenes compared with silabenzenes, pyridines and phosphabenzenes

Calculations of absolute shieldings and nuclear-independent chemical shift [NICS(1)] values of 84 compounds (benzenes, silabenzenes, pyridines and phosphabenzenes) allowed to discuss the absolute shieldings in the function of Brown σ_p⁺ substituent constant and to predict 71 new chemical shifts. The NICS(1) analysis of the aromaticity leads to the unexpected result for the silabenzenes that it is almost insensitive to substituent effects. In these set of compounds, it can be concluded that the aromaticity and its sensitivity to substituent effects are orthogonal.