Homochiral Metal-Organic Frameworks for Enantioselective Separations in Liquid Chromatography

被引:102
|
作者
Corella-Ochoa, Nieves [1 ]
Tapia, Jesus B. [2 ]
Rubin, Heather N. [2 ]
Lillo, Vanesa [1 ]
Gonzalez-Cobos, Jesus [1 ]
Luis Nunez-Rico, Jose [1 ]
Balestra, Salvador R. G. [4 ]
Almora-Barrios, Neyvis [5 ]
Lledos, Marina [1 ]
Guell-Bara, Arnau [1 ]
Cabezas-Gimenez, Juanjo [1 ,8 ]
Escudero-Adan, Eduardo C. [1 ]
Vidal-Ferran, Anton [1 ,6 ]
Calero, Sofia [4 ,7 ]
Reynolds, Melissa [2 ,3 ]
Marti-Gastaldo, Carlos [5 ]
Ramon Galan-Mascaros, Jose [1 ,6 ]
机构
[1] BIST, ICIQ, Av Paisos Catalans 16, E-43007 Tarragona, Spain
[2] Colorado State Univ, Dept Chem, Ft Collins, CO 80523 USA
[3] Colorado State Univ, Sch Biomed Engn, Ft Collins, CO 80523 USA
[4] Univ Pablo de Olavide, Dept Phys Chem & Nat Syst, Ctra Utrera Km 1, Seville 41013, Spain
[5] Univ Valencia, Inst Ciencia Mol, Calle Catedra Jose Beltran 2, Paterna 46980, Spain
[6] ICREA, Passeig Lluis Co 23, E-08010 Barcelona, Spain
[7] Eindhoven Univ Technol, Dept Appl Phys, NL-5600 MB Eindhoven, Netherlands
[8] Univ Rovira & Virgili, Dept Quim Fis & Inorgan, Marcelli Domingo S-N, E-43007 Tarragona, Spain
基金
美国国家科学基金会;
关键词
POROUS MATERIALS; FORCE-FIELD; HYDROCARBON SEPARATIONS; ADSORPTION; WATER; SELECTIVITY; MEMBRANE; SITES; FLEXIBILITY; CHEMISTRY;
D O I
10.1021/jacs.9b06500
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Selective separation of enantiomers is a substantial challenge for the pharmaceutical industry. Chromatography on chiral stationary phases is the standard method, but at a very high cost for industrial-scale purification due to the high cost of the chiral stationary phases. Typically, these materials are poorly robust, expensive to manufacture, and often too specific for a single desired substrate, lacking desirable versatility across different chiral analytes. Here, we disclose a porous, robust homochiral metal-organic framework (MOF), TAMOF-1, built from copper(II) and an affordable linker prepared from natural L-histidine. TAMOF-1 has shown to be able to separate a variety of model racemic mixtures, including drugs, in a wide range of solvents of different polarity, outperforming several commercial chiral columns for HPLC separations. Although not exploited in the present article, it is worthy to mention that the preparation of this new material is scalable to the multikilogram scale, opening unprecedented possibilities for low-energy chiral separation at the industrial scale.
引用
收藏
页码:14306 / 14316
页数:11
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