
Organic Magnetic Resonance p. 687 - 693 (1983)
Update date:2022-08-05
Topics:
Toth, Gabor
Szoelloesy, Aron
Almasy, Attila
Podanyi, Benjamin
Hermecz, Istvan
et al.
1H, 13C and 15N NMR studies demonstrated that 9-hydrazono-6,7,8,9-tetrahydro-4-oxo-4H-pyrido-<1,2-a>pyrimidines exist as an equilibrium mixture of Z-E isomers in the hydrazono-imino tautomeric form having an exocyclic double bond.Proton-catalysed Z-E interconversion is fast.Substituent and solvent effects revealed that the decisive factors controlling the Z:E ratio are internal hydrogen bonding in the Z-isomer, stabilization and steric interaction.
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Doi:10.1021/jacs.8b00550
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