It is shown that the NSO group has little resonance interaction with a benzene ring in the ground state but that it is capable of resonance donation or acceptance in the presence of a second substituent, depending on the electron demand. This variable interaction is compared with that of related groups.
G. Butt, M. Davis, Y. T. Pang, R. D. Topsom and A. R. Katritzky, J. Chem. Soc., Perkin Trans. 2, 1974, 260 DOI: 10.1039/P29740000260
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