86809-05-4Relevant academic research and scientific papers
TAUTOMERIZATION OF N,N-DISUBSTITUTED HYDRAZONES OF FLUORINE-CONTAINING β-DICARBONYL COMPOUNDS
Yakimovich, S. I.,Zerova, I. V.
, p. 1048 - 1053 (2007/10/02)
A PMR study was carried out on the tautomeric equilibrium of N,N-disubstituted hydrazones of β-dicarbonyl compounds bearing a terminal trifluoromethyl group.The introduction of an α-alkyl substituent to disubstituted hydrazones of β-ketoesters shifts the equilibrium toward the imine form while an increase in the bulk of the substituents at the second nitrogen atom slightly favors the enamine form.The fraction of the imine tautomer in methylarylhydrazones of trifluoroacetylpinacolin decreases with the introduction of electron-withdrawing substituents into the aromatic ring.
