The first gem-di(alkylthio)-analogue of Meisenheimer complexes is obtained in equilibrium with, and is appreciably less stable than, the addition complex at an unsubstituted aromatic ring carbon when ethyl thiopicrate is mixed with sodium ethanethiolate in Me2SO; both complexes are transient species because of specific rapid replacement of the p-nitro-group by ethanethiolate.
G. Biggi and F. Pietra, J. Chem. Soc., Chem. Commun., 1973, 229 DOI: 10.1039/C39730000229
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