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Homochiral vs. heterochiral sodium core dimers of tartaric acid esters: A mass spectrometry and vibrational spectroscopy study

Journal of Molecular Structure, ISSN: 0022-2860, Vol: 1205, Page: 127583
2020
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Article Description

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.

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