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首页> 外文期刊>Chemistry: A European journal >Natural Abundance Deuterium NMR Spectroscopy in Polypeptide Liquid Crystals as a New and Incisive Means for the Enantiodifferentiation of Chiral Hydrocarbons
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Natural Abundance Deuterium NMR Spectroscopy in Polypeptide Liquid Crystals as a New and Incisive Means for the Enantiodifferentiation of Chiral Hydrocarbons

机译：多肽液晶中的天然丰度氘核磁共振谱作为手性烃对映异构的新手段

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摘要

Polymeric chiral liquid-crystalline solvents vbased on homopolypeptides are of interest with the view to discriminate between enantiomeric pairs of chiral hydrocarbons using pro-ton-decoupled deuterium one-and two-dimensional NMR spectroscopy at natural abundance level. This method offers the major advantage that neither chemical modification nor isotopic labelling of the solutes to be studied is required. Chiral differentiation between optical isomers is observed through a difference in residual deuterium quadrupolar splittings. The spectroscopic separations and the S/N ratio from the spectra are usually large enough to measure the enantiomeric excess with an accuracy varying between 5 to 10%. This analytical approach is successfully applied to a large collection of chiral, rigid or flexivble unsaturated as well as saturated hydrocarbons, including cases of axial chirality, atropoisomerism, and moieties existing as a mixture of enantiomers interconverting by ring inversion. Using the resultss reported in literature, a systematic comparison with other analytical strategies (NMR, GC, HPLC, VCD) is made and discussed Also, a tentative proposal to rationalise the various results in terms of chiral differentiation and enantioselective shape recognition is presented. We show that this original tool provides an attractive and incisive alternative to the existing analytical techniques for studying nonfunctionalises chiral materials.
机译：基于同质多肽的聚合手性液晶溶剂v，其目的在于使用质子去耦的氘一维和二维NMR光谱在自然丰度水平上区分手性碳氢化合物的对映异构体对。该方法的主要优点是不需要对要研究的溶质进行化学修饰或同位素标记。通过残余氘四极分裂的差异观察到旋光异构体之间的手性分化。光谱的光谱分离和信噪比通常足够大，以测量对映体过量，准确度在5％至10％之间。这种分析方法已成功地应用于大量手性，刚性或柔性不饱和以及饱和烃，包括轴向手性，对映异构现象和作为对映异构体混合物通过环反转相互转化而存在的部分的情况。利用文献报道的结果，进行了与其他分析策略（NMR，GC，HPLC，VCD）的系统比较，并进行了讨论。此外，还提出了一种尝试性建议，以从手性分化和对映选择性形状识别方面合理化各种结果。我们表明，该原始工具为研究非功能性手性材料提供了一种有吸引力的方法，可以替代现有的分析技术。

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