Magnetic Resonance in Chemistry p. 468 - 475 (1991)
Update date:2022-08-03
Topics:
Barraclough, Paul
Firmin, David
Lindon, John C.
Nobbs, Malcolm S.
Sanderson, Paul N.
et al.
The pKa values of six sulmazole analogues were measured spectrophotometrically.The major protonation sites for most of these bridgehead nitrogen heterocycles were determined by 1H and 13C NMR methods.The arylsubstituted imidazo<1,2-a>pyrimidine (4), 8-methoxyimidazo<1,2-a>pyrazine (6), imidazo<1,2-b>pyridazine (9) and imidazo<1,2-b><1,2,4>triazine (11) undergo protonation at the imidazo nitrogen.The imidazo<1,2-a>pyrazine (5) protonates mainly at N-7.In some cases differences in basicity properties between these aryl analogues and the bridgehead heterocycles have been observed.KEY WORDS Polyazaindolizines Protonation 13C NMR 1H NMR pK values
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