Related Experiment Video
Updated: Nov 1, 2025

Development of Heterogeneous Enantioselective Catalysts using Chiral Metal-Organic Frameworks MOFs
Published on: January 17, 2020
Chiral Carboxyl-Functionalized Covalent Organic Framework for Enantioselective Adsorption of Amino Acids
Siqi Zhuo1,2, Xuehua Wang1,2, Lingyu Li1,2
1Department of Analytical Chemistry, China Pharmaceutical University, Nanjing 210009, China.
Abstract:
Combining chiral molecules and covalent organic frameworks (COFs) with ordered pores can result in chiral COFs, which may be employed in the fields of chiral chemistry. In this study, we constructed a novel carboxyl-functionalized COF TpBD-3COOH first and then integrated a chiral molecule, heptakis (6-amino-6-deoxy)-β-CD (Am7CD), into TpBD-3COOH to obtain TpBD-Am7CD. Comparing TpBD-3COOH with TpBD-Am7CD, it could be observed that chiral selectivities improved significantly after decorating TpBD-3COOH with Am7CD in the adsorption experiment. Meanwhile, TpBD-Am7CD exhibited similar chiral selective abilities as the previously reported β-CD COF when it was employed to adsorb amino acid enantiomers, while the content of Am7CD was much less than that in β-CD COF. This indicated that the framework of TpBD-3COOH enhanced the chiral selective ability of Am7CD, which would be a great chiral carrier material for further application. This work provides a new insight for establishing materials for application in the chiral recognition field. Besides, TpBD-Am7CD resulted in an insoluble powder, which endowed this material with the possibility to be an adsorbent and a stationary phase in chromatography.
Related Concept Videos
Carboxylic Acid Derivatives: Overview
Structure of Amines
Amines to Amides: Acylation of Amines
Next, the second equivalent of amine serves as a Brønsted base and deprotonates the quaternary...
Amino acids
Prochirality
Structures of Carboxylic Acid Derivatives
Carboxylic acid derivatives contain an acyl group attached to a heteroatom such as chlorine, oxygen, or nitrogen. The carbonyl carbon and oxygen are both sp2-hybridized with an unhybridized p orbital.
The three sp2 orbitals of the carbonyl carbon form three σ bonds, one each with the carbonyl oxygen, the α carbon, and the heteroatom, whereas the other two sp2 orbitals of the carbonyl oxygen are occupied by the lone pairs. Further, the unhybridized p...

