Chiral 3D Covalent Organic Frameworks for High Performance Liquid Chromatographic Enantioseparation

被引：447

作者：

Hang, Xing ^{[1
,2
]}

Huang, Jinjing ^{[1
,2
]}

Yuan, Chen ^{[1
,2
]}

Liu, Yan ^{[1
,2
]}

Cui, Yong ^{[1
,2
]}

机构：

[1] Shanghai Jiao Tong Univ, Sch Chem & Chem Engn, Shanghai 200240, Peoples R China

[2] Shanghai Jiao Tong Univ, State Key Lab Met Matrix Composites, Shanghai 200240, Peoples R China

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2018年 / 140卷 / 03期

关键词：

EFFICIENT SEPARATION; CRYSTALLINE; CONSTRUCTION; NANOSHEETS; STABILITY; RECOGNITION; ENANTIOMERS; RESOLUTION; LINKAGES; PLATFORM;

D O I：

10.1021/jacs.7b12110

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

In spite of their great promise for enantioselective processes due to the rich host guest chemistry, it remains a challenge to construct covalent organic frameworks (COFs) with chiral three-dimensional (3D) structures. Here we report bottom-up synthesis of the first example of 3D chiral COFs by imine condensation of an enantiopure 2-fold symmetric TADDOL-derived tetraaldehyde with a tetrahedral tetra(4-anilyl)rnethane. After postsynthetic oxidation of imine linkages, the framework is transformed into an amide-linked COF with retention :of crystallinity and permanent porosity as well as enhanced chemical stability. The resultant isotructural COFs feature a 4-fold interpenetrated diamondoid open framework with tubular channels decorated with chiral dihydroxy auxiliaries: Both COFs can be Used as chiral stationary phases for high performance liquid chromatography to enantioseparate racemic alcohols, and the oxidized COF shows superior separation performance compared to the pristine framework.

引用

页码：892 / 895

页数：4

共 57 条

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