Chiral recognition of amino acid esters by a novel oxalic amide-linked bisporphyrin

Jiang J.; Feng Z.; Liu B.; Hu C.; Wang Y.

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Chiral recognition of amino acid esters by a novel oxalic amide-linked bisporphyrin

机译：新型草酸酰胺连接双卟啉对氨基酸酯的手性识别

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A novel oxalic amide-linked bisporphyrinate 1 has been designed and synthesized, which shows chiral recognition ability for amino acid ethyl esters. The structure of complex 1·(d-Phe-OEt)(l-Phe-OEt) has been solved by X-ray crystallography. It reveals the following information: bisporphyrin unit adopts anti-configuration; compound 1 forms 1: 2 complex with amino acid ethyl esters; one important hydrogen bond is formed between the coordinated nitrogen of amino acid ester and carbonyl oxygen in the amide group. The chiral recognition mechanism has been further investigated by UV-Vis spectra, ~1H NMR and DFT/TDDFT calculations.

机译：设计并合成了一种新型的草酰胺键联的双卟啉酸酯1，它显示出对氨基酸乙酯的手性识别能力。配合物1·（d-Phe-OEt）（1-Phe-OEt）的结构已通过X射线晶体学解决。它揭示了以下信息：双卟啉单元采用反构型;化合物1与氨基酸乙酯形成1∶2配合物;在氨基酸酯的配位氮和酰胺基团的羰基氧之间形成一个重要的氢键。通过UV-Vis光谱，〜1H NMR和DFT / TDDFT计算进一步研究了手性识别机理。

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《Dalton transactions: An international journal of inorganic chemistry》 |2013年第21期|共9页
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Jiang J.; Feng Z.; Liu B.; Hu C.; Wang Y.;
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1. Chiral recognition of amino acid esters by a novel oxalic amide-linked bisporphyrin [J] . Jiang J., Feng Z., Liu B., Dalton transactions: An international journal of inorganic chemistry . 2013,第21期

机译：新型草酸酰胺连接双卟啉对氨基酸酯的手性识别
2. Quantum Chemical Study on Chiral Recognition Modes Between Esters of alpha-Hydroxycarboxylic Acids and Amino Acids [J] . M.Hoffmann Polish Journal of Chemistry . 2005,第7期

机译：α-羟基羧酸与氨基酸酯之间手性识别模式的量子化学研究
3. Synthesis of new chiral crown ethers containing a (p-methoxyphenoxy)methyl moiety and their chiral recognition ability towards amino acid esters [J] . Karakaplan M, Aral T Tetrahedron, Asymmetry: The International Journal for Repid Publication on all Aspects of Asymmetry in Orgainc, Inorganic, Organometallic, Physical and Bio-Organic Chemistry . 2005,第12期

机译：含（对甲氧基苯氧基）甲基的新型手性冠醚的合成及其对氨基酸酯的手性识别能力
4. The Application of Novel Amide-linked Bisporphyrins in Chiral Recognition of Amino Acid Esters [C] . Chuanjiang Hu, Jiaxun Jiang, Zhiqiang Feng The 5th symposium on molecular chirality of Chinese Chemical Society amp; International Chiral Meeting . 2012

机译：新型酰胺键联双卟啉在氨基酸酯手性识别中的应用
5. Detection of amino acids and their enantiomeric ratios in various samples, and the development of a new stationary phase for the chiral separation of amino acids. [D] . Kullman, John Peter. 2000

机译：检测各种样品中的氨基酸及其对映体比率，并开发用于氨基酸手性分离的新固定相。
6. Enantioselective Recognition of Chiral Carboxylic Acids by a β-Amino Acid and 110-Phenanthroline Based Chiral Fluorescent Sensor [O] . Yonghong Zhang, Fangzhi Hu, Bin Wang, 2015

机译：基于β-氨基酸和110-菲咯啉的手性荧光传感器的对映体手性羧酸的对映选择性识别
7. C2-Symmetric chiral diamine ligands for enantiomeric recognition of amino acid esters and mandelic acid by proton NMR titration method [O] . HAYRİYE ARAL 2013

机译：通过质子NMR滴定法对氨基酸酯和伪晶酸进行对映体识别的C2-对称的手性二胺配体
8. Amino acid chiral recognition using X-ray diffraction of thin films [R] . Dragoi, D., Kulleck, J., Kanik, I., 2003

机译：利用薄膜的X射线衍射进行氨基酸手性识别

Chiral recognition of amino acid esters by a novel oxalic amide-linked bisporphyrin

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