B. Trofimov, A. Ivanov, I. Ushakov
Mar 1, 2011
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Journal
Mendeleev Communications
Abstract
The protonation of the E / Z mixture of pyrrole-2-carboxaldehyde oxime (CF 3 COOH, Et 2 O or CDCl 3 , room temperature) gives Z -configured pyrrole-2-carboxaldehyde oxime cations exclusively. The NMR ( 1 H, 13 C and 15 N) analysis and quantum chemical calculations [B3LYP/6-311G(d,p)] imply the stereospecific through-space stabilization of these cations by the oxime hydroxyl.