期刊
PHYSICAL CHEMISTRY CHEMICAL PHYSICS
卷 14, 期 19, 页码 6987-6995出版社
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2cp40585g
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资金
- Czech Academy of Sciences [Z40550506]
- European Research Council (AdGHORIZOMS)
- Grant Agency of the Czech Republic [203/08/1445]
Oligo-Troger bases are auspicious scaffolds of molecular engineering, which motivates studies on the mechanism of their interconversion and on the facile determination of the relative configuration of their diastereoisomers. Protonated, sodiated, and argentated species of those compounds were therefore studied via ion-mobility mass spectrometry (IM-MS), allowing differentiation on the basis of the shapes of the ions. First, the isomerization was confirmed to be acid-catalyzed as it takes place readily in the case of protonated Troger bases, whereas the metallated bases are configurationally stable. Second, the corrected arrival times of the various isomers of the cationized bases were found to show distinct differences in IM-MS, and their excellent correlation with the cross sections obtained from quantum chemical calculations paves the way toward the easy identification of diastereoisomers.
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