Homochiral vs. heterochiral sodium core dimers of tartaric acid esters: A mass spectrometry and vibrational spectroscopy study
Résumé
The mixed sodium core dimers of dimethyl-L-tartrate (Lmt) and the two enantiomers of diisopropyl tartrate (Lipt and Dipt) are studied by mass spectrometry coupled with laser vibrational spectroscopy. Infra-Red Multiple Photon Dissociation (IRMPD) spectra of the two diastereomer sodium-core dimers, namely, LmtLiptNa + and LmtDiptNa + , are identical in the fingerprint region but show a slight difference in the OH stretch region. Comparison to ab initio calculations indicates that the formed complexes probably reflect the structures pre-existing in solution. The difference between LmtLiptNa + and LmtDiptNa + arises from the presence of an additional Na + …O interactions in the homochiral complex. The two complexes also differ in the strength and nature of the OH…OC hydrogen bond. Highlights: Sodium ion-core dimers of tartaric acid esters are studied by mass spectrometry and laser spectroscopy Infra-red Multiple photon spectroscopy coupled with quantum chemical calculations aim at explaining the chirality effects observed in these systems.
Origine : Fichiers produits par l'(les) auteur(s)
Loading...