Abstract
3,4-Diformyl-2,5-dimethylpyrrole ( 1) reacts with α,ω-diamino-alkanes, NH 2(CH 2) nNH 2t' to form either the potentially tautomeric 2:2 macrocyclic adduct ( 7a) ⇌ ( 8), when n = 2, or the potentially tautomeric 1:1 bicyclic adduct ( 18) ⇌ ( 19), when n = 4, 5, 6, and 12. 1H and 13C N.m.r. spectral data indicate that the 2-azafulvene structures predominate for both types of cycloadducts. Only polymeric material was obtained when n = 3.
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