Abstract
AbstractMethods for changing the selectivity in the N‐ vs. C‐ tricyanovinylation are discussed. In acetonitrile, 2,3‐, 2,4‐, 3,4‐ and 3, 5‐dimethylanilines are N‐tricyanovinylated, 2,6‐dimethyl‐ and 2, 6‐diethylanilines are p‐tricyanovinylated, and 2,5‐dimethyl‐ and 2‐ethylaniline give mixtures of N‐ and p‐tricyanovinyl derivatives. The UV, IR, NMR and mass spectra of the products are discussed in relation to the position of the tricyanovinyl group and to electronic and steric effects.
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