Nanoporous materials for chiral resolution

Sun, Zhifei; Hou, Junjun; Li, Lianshan; Tang, Zhiyong

doi:10.1016/j.ccr.2020.213481

Cited by 44 publications

(21 citation statements)

References 167 publications

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“…59 Due to their excellent structural diversity, many different chiral porous materials were developed and used in the chiral resolution of racemic organics. 18 The interest in preparing chiral NPs by immobilizing chiral organics on achiral cores could be traced back to the early 2000s. In 2007, Moloney et al 60 first reported the chiroptical properties of D-or L-penicillamine capped CdS NPs.…”

Section: Chirality Transfer From Organics To Inorganicsmentioning

confidence: 99%

“…And there is a large family of different materials with different features. Readers can find useful information in these comprehensive reviews 18,94,95 . In this section, we would like to discuss the enantioselective adsorption and catalysis on chiral surfaces (Figure 6A).…”

Section: Chirality Communications Between Organic and Inorganic Compomentioning

confidence: 99%

“…In another example, different isostructural chiral MOFs based on MOF‐1 were used in the asymmetric transfer hydrogenation of heteroaromatic imines (benzoxazines and quinolines), and an enantioselectivity up to 97% has been achieved 59 . Due to their excellent structural diversity, many different chiral porous materials were developed and used in the chiral resolution of racemic organics 18 …”

Section: Chirality Communications Between Organic and Inorganic Compoundsmentioning

confidence: 99%

“…[15][16][17] More recently, chiral porous materials, such as metal-organic frameworks (MOFs), covalent organic frameworks (COFs), and so forth, have been developed to recognize and separate enantiomers. 18,19 The chiral MOFs and COFs can also serve as asymmetric catalysts due to their different binding strength with substrates or intermediates. 20,21 The chirality communications mainly include transfer and recognition.…”

Section: Introductionmentioning

confidence: 99%

“…Or a trace amount of chiral molecules induces the homochiral assembling of another type of molecules 15–17 . More recently, chiral porous materials, such as metal‐organic frameworks (MOFs), covalent organic frameworks (COFs), and so forth, have been developed to recognize and separate enantiomers 18,19 . The chiral MOFs and COFs can also serve as asymmetric catalysts due to their different binding strength with substrates or intermediates 20,21 …”

Section: Introductionmentioning

confidence: 99%

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Chirality communications between inorganic and organic compounds

Cölfen

2021

SmartMat

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Chirality communications between inorganic and organic compounds bridge the gap between different materials. The transfer is mainly realized by material hybridization andasymmetric synthesis, while the recognition is usually carried out in the form of enantioselective adsorption of organics on inorganics. The transfer and recognition can enlarge the number of chiral materials, which may lead to new applications in many fields.

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Section: Chirality Transfer From Organics To Inorganicsmentioning

confidence: 99%

Section: Chirality Communications Between Organic and Inorganic Compomentioning

confidence: 99%

Section: Chirality Communications Between Organic and Inorganic Compoundsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Chirality communications between inorganic and organic compounds

Cölfen

2021

SmartMat

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Emerging Homochiral Porous Materials for Enantiomer Separation

Zhang

Zhu

et al. 2021

Adv Funct Materials

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Efficient resolution of racemates of chiral molecules is of great significance in the pharmaceutical, agrochemical, fragrances, and food additives industries. Emerging homochiral porous materials such as metal-organic frameworks, covalent-organic frameworks, porous-organic cages, and metal-organic cages with ultrahigh surface area, controllable pore chemistry and ample chiral recognition sites are promising for efficient chiral resolution, which display excellent properties for chiral separation applications. This review summarizes the design and synthesis strategies for the construction of homochiral porous materials, including direct synthesis, post-synthesis, and chiral induction synthesis. Following this, applications of emerging homochiral porous materials, including enantioselective adsorption, chiral chromatography, and membrane-based chiral separation are highlighted. Finally, the challenges in this area are discussed, with future perspectives provided.

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A Homochiral Porous Organic Cage‐Polymer Membrane for Enantioselective Resolution

Wang,

He,

Wang

et al. 2024

Advanced Materials

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Membrane‐based enantioselective separation is a promising method for chiral resolution due to its low cost and high efficiency. However, scalable fabrication of chiral separation membranes displaying both high enantioselectivity and high flux of enantiomers is still a challenge. Here, we report the preparation of homochiral porous organic cage (CC3‐R)‐based enantioselective thin‐film‐composite membranes using polyamide (PA) as the matrix, where fully organic and solvent‐processable cage crystals have good compatibility with the polymer scaffold. The hierarchical CC3‐R channels consist of chiral selective windows and inner cavities, leading to favorable chiral resolution and permeation of enantiomers; the CC3‐R/PA composite membranes display an enantiomeric excess (ee) of 95.2% for R‐(+)‐limonene over S‐(‐)‐limonene and a high flux of 99.9 mg h−1 m−2. This work sheds light on the use of homochiral porous organic cages for preparing enantioselective membranes and demonstrates a new route for the development of next‐generation chiral separation membranes.This article is protected by copyright. All rights reserved

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Nanoporous materials for chiral resolution

Cited by 44 publications

References 167 publications

Chirality communications between inorganic and organic compounds

Chirality communications between inorganic and organic compounds

Emerging Homochiral Porous Materials for Enantiomer Separation

A Homochiral Porous Organic Cage‐Polymer Membrane for Enantioselective Resolution

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