Taking a typical electrophilic aromatic substitution of pyrrole as an example, the reaction transiently forms a non-aromatic σ-intermediate, followed by deprotonation and restoration of aromaticity. Before and after the reaction, the pyrrole ring remains composed of the original atoms, and the ...
Within the family of five-membered nitrogen-containing rings, pyrrole is a typical aromatic heterocycle, pyrrolidine is a typical fully saturated cyclic amine, and pyrroline (also commonly referred to as dihydropyrrole) sits between the two. Only one unsaturation remains in the ring, which gives ...
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