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选择性同核去耦 1D-H NMR 实验用于解析对映异构体。

Selective Homodecoupled 1D-H NMR Experiment for Unravelling Enantiomers.

机构信息

Department of Spice and Flavour Science, CSIR - Central Food Technological Research Institute, Mysuru, Karnataka 570020, India.

AcSIR - Academy of Scientific and Innovative Research, Ghaziabad, Uttar Pradesh 201002, India.

出版信息

Anal Chem. 2022 Jul 26;94(29):10299-10303. doi: 10.1021/acs.analchem.2c01020. Epub 2022 Jul 14.

Abstract

H NMR spectroscopy is a quick and easy tool to resolve enantiomers. However, the paradigm of resolution of enantiomers by H NMR is a difficult task due to the minor chemical shift differences and overlap of the resonances of the enantiomers. In the current study, we have performed the conventional selective homodecoupling 1D-H NMR experiment to achieve chiral resolutions. The predominant features of the proposed methods are (a) high sensitivity as opposed to routinely employed pure shift NMR experiments, (b) easy optimization like conventional 1D-H NMR, and (c) an artifact-free spectrum. The application of the method has been exhibited in the measurement of proton chemical shift differences between diastereomers and enantiomer excess (. The broad use of the proposed method was demonstrated by employing the six samples utilizing the chiral solvating and derivatizing agents.

摘要

NMR 光谱学是一种快速简便的工具,可以用于解析对映异构体。然而,由于对映异构体的共振峰的化学位移差异较小且重叠,因此通过 NMR 光谱学解析对映异构体的范例是一项艰巨的任务。在当前的研究中,我们进行了常规的选择性同核去耦 1D-NMR 实验,以实现手性拆分。所提出方法的主要特点是:(a)与常规使用的纯位移 NMR 实验相比,具有更高的灵敏度;(b)易于优化,类似于常规的 1D-NMR;(c)无伪影谱。该方法已应用于测量非对映异构体和对映过量的质子化学位移差异(ee)。通过使用 6 种样品,利用手性溶剂和衍生化试剂,展示了该方法的广泛应用。

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