Citation: Jun-Hui Zhang, Rui-Xue Liang, Bin Huang, Li-Qin Yu, Juan Chen, Bang-Jin Wang, Sheng-Ming Xie, Li-Ming Yuan. Preparation of a homochiral metal-organic cage and its bonded silicas for efficient enantioseparation in high-performance liquid chromatography and gas chromatography[J]. Chinese Chemical Letters, ;2026, 37(1): 111146. doi: 10.1016/j.cclet.2025.111146 shu

Preparation of a homochiral metal-organic cage and its bonded silicas for efficient enantioseparation in high-performance liquid chromatography and gas chromatography

Yunnan Key Laboratory of Modern Separation Analysis and Substance Transformation, College of Chemistry and Chemical Engineering, Yunnan Normal University, Kunming 650500, China

zjh19861202@126.com

wangbangjin711@163.com

xieshengming_2006@163.com

Received Date: 17 July 2024
Revised Date: 7 February 2025
Accepted Date: 26 March 2025
Available Online: 26 March 2025

Figures(8)

Developing a chiral material as versatile and universal chiral stationary phase (CSP) for chiral separation in diverse chromatographic techniques simultaneously is of great significance. In this study, we demonstrated for the first time that a chiral metal-organic cage (MOC), [Zn₆M₄], as a universal chiral recognition material for both multi-mode high-performance liquid chromatography (HPLC) and capillary gas chromatography (GC) enantioseparation. Two novel HPLC CSPs with different bonding arms (CSP-A with a cationic imidazolium bonding arm and CSP-B with an alkyl chain bonding arm) were prepared by clicking of functionalized chiral MOC [Zn₆M₄] onto thiolated silica via thiol-ene click chemistry. Meanwhile, a capillary GC column statically coated with the chiral MOC [Zn₆M₄] was also fabricated. The results showed that the chiral MOC exhibits excellent enantioselectivity not only in normal phase HPLC (NP-HPLC) and reversed phase (RP-HPLC) but also in GC, and various racemates were well separated, including alcohols, diols, esters, ketones, ethers, amines, and epoxides. Importantly, CSP-A and CSP-B are complementary to commercially available Chiralcel OD-H and Chiralpak AD-H columns in enantioseparation, which can separate some racemates that could not be or could not well be separated by the two widely used commercial columns, suggesting the great potential of the two prepared CSPs in enantioseparation. This work reveals that the chiral MOC is potential versatile chiral recognition materials for both HPLC and GC, and also paves the way to expand the potential applications of MOCs.
- Chiral metal-organic cage,
- Chiral stationary phase,
- Chiral separation,
- High-performance liquid chromatography,
- Gas chromatography
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