NMR-aided differentiation of enantiomers: Signal enantioresolution

Míriam Pérez-Trujillo, Teodor Parella, Lars T. Kuhn

    Research output: Contribution to journalArticleResearchpeer-review

    13 Citations (Scopus)

    Abstract

    © 2015 Elsevier B.V.. NMR-aided enantiodiscrimination using chiral auxiliaries (CAs) is a recognized method for differentiating enantiomers and for measuring enantiomeric ratios (er). Up to the present, the study, optimization, and comparison of such methods have been performed based on the enantiodifferentiation of NMR signals via analyzing non-equivalent chemical-shift values (ΔΔδ) of the diastereoisomeric species formed. However, a poor and non-reliable comparison of results is often obtained via the analysis of ΔΔδ exclusively. In here, the concept of enantioresolution of an individual NMR signal and its importance for NMR-aided enantiodifferentiation studies is introduced and discussed. In addition, the enantioresolution quotient, E, is proposed as the parameter to describe its quantification. Complementary to measuring ΔΔδ, the experimental determination of E allows a more reliable interpretation of the results and opens up new possibilities for the study of enantiodifferentiation data derived from novel NMR experiments, setup improvements or new CAs. Finally, the different relationships between signal enantiodifferentiation, signal enantioresolution, and other main experimental issues of enantiodifferentiation experiments are addressed.
    Original languageEnglish
    Pages (from-to)63-70
    JournalAnalytica Chimica Acta
    Volume876
    DOIs
    Publication statusPublished - 1 Jan 2015

    Keywords

    • Chiral complexing agents
    • Enantiodifferentiation
    • Enantioresolution
    • Enantioresolution quotient
    • NMR spectroscopy

    Fingerprint Dive into the research topics of 'NMR-aided differentiation of enantiomers: Signal enantioresolution'. Together they form a unique fingerprint.

    Cite this