Abstract
Nuclear magnetic resonance (NMR) is a powerful tool for the elucidation of chemical structure and chiral recognition. In the last decade, the number of probes, media, and experiments to analyze chiral environments has rapidly increased. The evaluation of chiral molecules and systems has become a routine task in almost all NMR laboratories, allowing for the determination of molecular connectivities and the construction of spatial relationships. Among the features that improve the chiral recognition abilities by NMR is the application of different nuclei. The simplicity of the multinuclear NMR spectra relative to 1H, the minimal influence of the experimental conditions, and the larger shift dispersion make these nuclei especially suitable for NMR analysis. Herein, the recent advances in multinuclear (19F, 31P, 13C, and 77Se) NMR spectroscopy for chiral recognition of organic compounds are presented. The review describes new chiral derivatizing agents and chiral solvating agents used for stereodiscrimination and the assignment of the absolute configuration of small organic compounds.
Highlights
Stereoisomers are compounds with the same molecular formula, possessing identical bond connectivity but different orientations of their atoms in space [1]
Among the several stereodiscrimination methods, including X-ray, circular dichroism, fluorescence spectroscopy, and electrophoresis, nuclear magnetic resonance (NMR) spectroscopy continues to be a useful tool for determining the enantiomeric purity and assigning the absolute configuration of chiral molecules [13,14,15,16,17,18,19,20,21]
The synthesis was performed in two steps achieving 80% yields of chiral derivatization agents (CDAs)
Summary
Stereoisomers are compounds with the same molecular formula, possessing identical bond connectivity but different orientations of their atoms in space [1]. The 1 H-NMR spectraand for ion chiral analysis due toon thedifferent numerous scalar couplings, dipole–dipole pairing. In are this severely context, hampered strategies based intermolecular interactions, andbroad packing orders for a pair of enantiomers are in constant development. New chiral derivatization agents (CDAs), chiral solvating agents (CSAs), and discussing the physical bases in order to understand the quadrupolar electric moment and residual modern methods for stereodiscrimination and assignment of the absolute configuration of organic dipolarcompounds coupling contents [23]. In 2015, Nemes et al described the chiral recognition studies of α-(nonafluoroA wide variety of fluorine-containing reagents have been developed for NMR chiral tert-butoxy)carboxylic acid byIn19 F-NMR spectroscopy [28].
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