Highly Enantioselective Extraction of Phenylglycine by a Chiral Macrocyclic Receptor Based on Supramolecular Interactions

被引:13
|
作者
Turiel, Maria G. [1 ]
Garrido-Gonzalez, Jose J. [1 ]
Simon, Luis [1 ]
Sanz, Francisca [1 ]
Lithgow, Anna M. [1 ]
Moran, Joaquin R. [1 ]
Fuentes de Arriba, Angel L. [1 ]
Alcazar, Victoria [2 ]
机构
[1] Univ Salamanca, Salamanca, Spain
[2] Univ Politecn Madrid, Madrid, Spain
关键词
AMINO-ACIDS; RECOGNITION; SEPARATION; COMPLEXATION; ENANTIOMERS; ETHER;
D O I
10.1021/acs.orglett.9b04379
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Using supramolecular interactions, a novel macrocyclic receptor is able to selectively extract zwitterionic phenylglycine from neutral aqueous solutions into chloroform with up to 91.8% ee. Modeling studies, nuclear magnetic resonance experiments, and X-ray diffraction analysis were carried out to explain the high enantioselectivity observed.
引用
收藏
页码:867 / 872
页数:6
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