The previous observed anomalous 13C-NMR chemical shifts of a series of para-substituted nitrosobenzenes have been investigated using Molecular Orbital calculations with the semi-empirical CNDO/2 method and at the STO-3G basis level. The calculations show atomic electron populations at C-4, the position of attachment of the nitroso group, analogous to those found for the corresponding position in monosubstituted benzenes. Thus, groups such as CN and NO2 lead to a decrease in the p-electron population at this position. It thus seems that the observed unexpected upfield shifts found at C-4 for these substituents is not a function of unusual electron distribution in nitrosobenzenes. The possibility of differing conformations in the nitrosobenzene group has also been found unlikely. © 1988.
|Number of pages||4|
|Journal||Journal of Molecular Structure: THEOCHEM|
|Publication status||Published - Mar 1988|