Finding chiral selector with high stereoselectivity to a variety of amino acid enantiomers remains a challenge and warrants further research. In this work, Taniaphos, a chiral ligand with rotatable spatial configuration, was employed as a chiral extractant to enantioseparate various amino acid enantiomers. Phenylalanine (Phe), homophenylalanine (Hphe), 4‐nitrophenylalanine (Nphe), and 3‐chloro‐phenylglycine (Cpheg) were used as substrates to evaluate the extraction efficiency. The results revealed that Taniaphos‐Cu exhibited good abilities to enantioseparate Phe, Hphe, Nphe, and Cpheg with the highest separation factors (α) of 3.13, 2.10, 2.32, and 2.14, respectively. Taniaphos‐Cu is more conducive to combine with D‐amino acid in extraction. The influences of pH, Taniaphos‐Cu, and concentration and extraction temperature on extraction were comprehensively evaluated. The highest performance factors (pf) for Phe, Hphe, Nphe, and Cpheg at optimal extraction conditions were 0.08892, 0.1250, 0.09621, and 0.08021, respectively. The recognition mechanism between Taniaphos‐Cu and amino acid enantiomers was discussed. The coordination interaction between Taniaphos‐Cu and COO⁻, π‐π interaction between Taniaphos‐Cu and amino acid enantiomers are important acting forces in chiral extraction. The steric‐hindrance between NH₂ and OH lead to Taniaphos‐Cu‐D‐Phe is more stable than Taniaphos‐Cu‐L‐Phe. This work provided a chiral extractant that has good abilities to enantioseparate various amino acid enantiomers.

中文翻译：

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Taniaphos作为手性选择剂在氨基酸对映体手性提取中的研究

寻找对多种氨基酸对映体具有高立体选择性的手性选择器仍然是一个挑战，值得进一步研究。在这项工作中，Taniaphos 是一种具有可旋转空间构型的手性配体，被用作手性萃取剂来对映分离各种氨基酸对映异构体。以苯丙氨酸 (Phe)、高苯丙氨酸 (Hphe)、4-硝基苯丙氨酸 (Nphe) 和 3-氯-苯基甘氨酸 (Cpheg) 作为底物来评估提取效率。结果表明，Taniaphos-Cu 表现出良好的对映分离 Phe、Hphe、Nphe 和 Cpheg 的能力，具有最高的分离因子（α) 分别为 3.13、2.10、2.32 和 2.14。Taniaphos-Cu更有利于在提取中与D-氨基酸结合。综合评价了pH、Taniaphos-Cu、浓度和提取温度对提取的影响。Phe、Hphe、Nphe 和 Cpheg 在最佳提取条件下的最高性能因子 ( pf ) 分别为 0.08892、0.1250、0.09621 和 0.08021。讨论了 Taniaphos-Cu 与氨基酸对映体之间的识别机制。Taniaphos-Cu 与 COO ^-之间的配位相互作用，Taniaphos-Cu 与氨基酸对映体之间的 π-π 相互作用是手性提取中的重要作用力。之间的位阻性 NH ₂和 OH 导致 Taniaphos-Cu-D-Phe 比 Taniaphos-Cu-L-Phe 更稳定。这项工作提供了一种手性萃取剂，它具有良好的对映分离各种氨基酸对映体的能力。