Sites of protonation in cardiotonic polyazaindolizines by NMR spectroscopy
作者:
Paul Barraclough,
David Firmin,
John C. Lindon,
Malcolm S. Nobbs,
Paul N. Sanderson,
Steven Smith,
Janet M. Gillam,
期刊:
Magnetic Resonance in Chemistry
(WILEY Available online 1991)
卷期:
Volume 29,
issue 5
页码: 468-475
ISSN:0749-1581
年代: 1991
DOI:10.1002/mrc.1260290511
出版商: John Wiley&Sons, Ltd.
关键词: Polyazaindolizines;Protonation;13C NMR;1H NMR pKvalues
数据来源: WILEY
摘要:
AbstractThe pKa, values of six sulmazole analogues were measured spectrophotometrically. The major protonation sites for most of these bridgehead nitrogen heterocycles were determined by1H and13C NMR methods. The aryl‐substituted 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 hav
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