Abstract
In this study, (S)-SEGPHOS was adopted as chiral extractant to recognize amino acid enantiomers. Phenylalanine (Pha), homophenylalanine (Hpha), 4-nitro-phenylalanine (Npha), phenylglycine (Phg), 3-chloro-phenylglycine (Cphg), and tyrosine (Tys) were selected as substrates to estimate the enantioselectivities of (S)-SEGPHOS-metal complexes. (S)-SEGPHOS-Pd was an excellent chiral extractant to recognize Npha with operational enantioselectivity (α) was 4.25. And (S)-SEGPHOS-Cu was a good chiral extractant to recognize Pha, Hpha, Phg, Tys, and Cphg with α were 2.87, 1.93, 2.28, 4.07, and 2.94, respectively. After optimization by response surface methodology, the highest performance factors (pf) for Pha, Hpha, Phg, Npha, Tys, and Cphg were 0.22893, 0.11085, 0.14003, 0.25476, 0.21414, and 0.23142, respectively. Based on experimental results, the possible recognize mechanisms were discussed.
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This work was financially supported by National Natural Science Foundation of China (Grant no. 51703060) and Graduate Student Research Innovation Fund of Hunan Province (Grant no. CX2018B673).
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Liu, X., Ma, Y., Cao, T. et al. Chiral extraction of amino acid enantiomers using (S)-SEGPHOS-metal complexes as extractants. Chem. Pap. 74, 1229–1239 (2020). https://doi.org/10.1007/s11696-019-00970-z
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DOI: https://doi.org/10.1007/s11696-019-00970-z