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首页> 外文期刊>RSC Advances >Azaheterocyclic diphenylmethanol chiral solvating agents for the NMR chiral discrimination of alpha-substituted carboxylic acids
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Azaheterocyclic diphenylmethanol chiral solvating agents for the NMR chiral discrimination of alpha-substituted carboxylic acids

机译：α-取代羧酸的NMR手性歧视的AzeAdetercyclic二苯基甲醇手性溶剂溶剂溶剂

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摘要

A series of small-membered heterocycle probes, so-called azaheterocycle-containing diphenylmethanol chiral solvating agents (CSAs), have been developed for NMR enantiodiscrimination. These chiral sensors were readily synthesized were inexpensive and efficiently used for the chiral analysis of alpha-substituted carboxylic acids. The sensing method was operationally simple and the processing was straightforward. Notably, we propose ( S )-aziridinyl diphenylmethanol as a promising CSA, which has excellent chiral discriminating properties and offers multiple detectable possibilities pertaining to the ~(1) H NMR signals of diagnostic split protons (including 25 examples, up to 0.194 ppm, 77.6 Hz). Its ability to detect the molecular recognition of fluorinated carboxylic acids were further investigated, with a good level of discrimination via the ~(19) F NMR spectroscopic analysis. In addition, an accurate enantiomeric excess (ee) analysis of the p -methoxyl-mandelic acid with different optical compositions have been calculated based on the integration of well-separated proton signals.
机译：已经开发出一系列小的杂环探针，所谓的含有含有的双苯基甲醇手性溶剂化剂（CSA），用于NMR裂解皂化。这些手性传感器易于合成廉价且有效地用于α取代的羧酸的手性分析。传感方法操作简单，加工很简单。值得注意的是，我们提出（S） - 嗪二苯基甲醇作为有希望的CSA，其具有优异的手性鉴别性能，并提供与诊断分裂质子的〜（1）H NMR信号有关的多种可检测的可能性（包括25例，高达0.194ppm， 77.6 Hz）。进一步研究其检测氟化羧酸的分子识别的能力，通过〜（19）F NMR光谱分析具有良好的辨别水平。此外，已经基于良好分离的质子信号的集成来计算具有不同光学组合物的P-甲氧基扁桃酸的精确对映体过量（EE）分析。

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