The synthesis and applications of chiral pyrrolidine functionalized metal–organic frameworks and covalent-organic frameworks

Abstract

Proline based ligands show versatile functionality to construct chiral MOFs and COFs; meanwhile, the resulted frameworks are potential materials for enantioselective adsorption and asymmetric catalysis.

High performance of ultrasonic-assisted synthesis of two spherical polymers for enantioselective catalysis

“…Generally, producing chiral materials especially at the supramolecular level can happen by enantiopure reagent [12] , [13] or spontaneous resolution [14] , [15] , [16] , [17] , [18] . In contrast to the above-mentioned strategies, using chiral external agent is a fast, low-cost and controllable pathway for chiralization of supramolecular especially metal–organic hybrid materials and chiral coordination polymers (CCPs) [19] , [20] , [21] , [22] , [23] , [24] .…”

One‐pot synthesis of a novel chiral Zr‐based metal‐organic framework for capillary electrochromatographic enantioseparation

“…When p I > pH, proline, glutamine, and histidine were protonated and converted into cations to form electrostatic interaction with negatively charged CSP. Among them, the resolution of proline was as high as 13.9, which may be attributed to its particular molecular structure, leading to the synergistic chelation of N and O in the molecule with metal ions, and a stable hydrogen bond of ‐NH in the pyrrole ring with the CSP [17]. Aspartic acid and phenylalanine had negative charges in the optimal pH > p I and had electrostatic repulsion with CSP.…”

“…Preparation of l-Cys-PCN-224-bonded OT column was carried out following the steps described below. The pretreated capillary [17] was flushed with γ-MPS acetone solution (v/v = 1/2) for 30 min, and left in the water bath at 40 • C for 24 h after sealing both ends to obtain the capillary with the inner wall modified with free C=C groups by dehydration-condensation reaction, then flushed with methanol for 15 min to remove the residuals, and dried by a nitrogen stream. The mixture obtained in Section 2.3 was poured into the modified capillary column, incubated in water bath for 6 h after both ends of the capillary were sealed.…”

Metalated covalent organic frameworks: from synthetic strategies to diverse applications

“…112 Furthermore, the flexibility and versatility of COF design allow realization of multifunctional catalytic systems, such as chemo- and regioselectivity, asymmetric catalysis, and stereospecific polymerization. 663,664…”