High‐Throughput Approaches for the Discovery of Supramolecular Organic Cages

Greenaway, Rebecca L.; Jelfs, Kim E.

doi:10.1002/cplu.202000445

Cited by 25 publications

(26 citation statements)

References 85 publications

(112 reference statements)

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“…The exclusive chiral narcissistic self-sorting is not common in POCs. 17,18,20 According to Burnside's lemma, 11 cage isomers (including enantiomers) are possible.…”

Section: Resultsmentioning

confidence: 99%

“…For the synthesis of chiral POCs, imine condensation has been the prevailing route, and a large number of structures have been reported, normally adopting exible skeletons with central chiral amines as building blocks. 6,10,11,[20][21][22][23][24][25][26] Although self-correction mechanism of the reversible covalent bond greatly facilitates the accessibility of chiral POCs, the intrinsic dynamic character of imine makes this bond low-energetic stability, and prone to be attacked e.g. by nucleophiles, leading to structural decomposition even in moisture ambient humidity.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Controllable Chiral Self-sorting and Guest Recognition of Ultra-stable Axially Chiral Porous Aromatic Cages

Cui

Geng

Kou

et al. 2021

Preprint

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The synthesis of ultra-stable chiral porous organic cages (POCs) and their controllable chiral self-sorting at the molecular and supramolecular level is still a daunting challenge. Herein, we report the design and synthesis of a serial of axially chiral porous aromatic cages (1-S and 1-R) with exceptional chemical stability. The theoretical and experimental studies on chiral self-sorting reveal that the exclusive self-recognition on cage formation is an enthalpy-driven process while the chiral narcissistic and social self-sorting on supramolecular assembly of racemic cages can be precisely regulated by π–π and C–H…π interactions from different solvents. Moreover, the crystallinity of 1 can be preserved under various harsh conditions including boiling water, and high-concentrated acid and alkali solutions. Further investigations on chiral sensing show that 1 possesses high enantioselectivity toward axially chiral aromatic racemates.

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“…The exclusive chiral narcissistic self-sorting is not common in POCs. 17,18,20 According to Burnside's lemma, 11 cage isomers (including enantiomers) are possible.…”

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Controllable Chiral Self-sorting and Guest Recognition of Ultra-stable Axially Chiral Porous Aromatic Cages

Cui

Geng

Kou

et al. 2021

Preprint

View full text Add to dashboard Cite

show abstract

“…Third, the ongoing development of computational methods and the increasing number of database search capabilities , and high-throughput computational screening methods , is highly promising that theory and experiment together will reveal design principles for MOFs with targeted pressure responses. While some inspiring approaches have been proposed by theory to learn about the underlying thermodynamics such as a computational approach to investigate the underlying Helmholtz free energy as a function of state variables and the micromechanical model, the natural next step is to couple these with database searches and machine learning approaches to seek for overarching trends, with first studies appearing .…”

Section: Conclusion and Perspectivementioning

confidence: 99%

Structural Chemistry of Metal–Organic Frameworks under Hydrostatic Pressures

Vervoorts

Stebani

Méndez

et al. 2021

ACS Materials Lett.

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Studying the structural behavior of metal–organic frameworks (MOFs) under hydrostatic pressures is a steadily growing area. The goal of active research is identification of overarching composition–structure principles including both properties of technological relevance and material behavior of academic interest such as material stability criteria, mechanical properties, pressure-induced phase transitions, negative compressibilities, and guest-dependent high-pressure structural responses. Here the current literature on the high-pressure structural responses of MOFs is reviewed with focus on bulk moduli, pressure-transmitting medium dependent properties, pressure-induced phase transitions, and amorphization processesproperties that are derived from high-pressure X-ray diffraction studies. After highlighting topical examples, aspects of high-pressure diffraction studies on MOFs are summarized that are important to advance the field such as the rigorous reporting of experimental and analytical procedures, opportunities that come with custom-made high-pressure diffraction setups, the nature and impact of the pressure-transmitting medium, and the role of forging even closer ties between computation and experiment.

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“…We propose this descriptor to be useful for molecular framework materials, such as MOFs and COFs [31] as well as discrete porous cages such as Metal Organic Polyhedra (MOPs) [32] and porous organic cages. [33,34,35,36]…”

Section: Introductionmentioning

confidence: 99%

Functional Group Pair Distance based Descriptor for Isomerization in Porous Molecular Framework Materials

Nurhuda

Hafidh

Perry

et al. 2022

Preprint

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Molecular Framework Materials (MFMs), including Metal Organic Frameworks (MOFs), Covalent Organic Frameworks (COFs) and their discrete equivalents, Metal Organic Polyhedra (MOPs) and Porous Organic Cages (POCs) are porous materials, composed of molecular fragments, bound in one of many topologies. MFMs have a wide variety of potential and realised adsorption applications. In order to design an ideal framework material for a particular application, the composition of molecular fragments is not the only factor, but the arrangement of the those fragments is also important, especially when the fragments (molecular building blocks) are chemically functionalised and lack symmetry. As has been observed in Metal Organic Frameworks, the flexibility and absorption properties may differ greatly when altering the orientation of the building units or changing the position of functional groups. However, although the position of functional group has a great influence on a targeted property, studies on functional group arrangements have only been performed on a small set of MOF structures. In this contribution, we develop a fingerprint/descriptor for optimising functionalised molecular framework structures using machine learning. We begin from the perspective of a molecular framework structure described as a collection of discrete pore shapes. To describe the chemical environment of the pore, we derive a fingerprint based on the occurrence of pairwise distances between functional groups in each pore. We present the possibilities of functional group arrangements in the 14 most common pore shapes, created by ditopic (2-connected) linkers are presented. The method to enumerate and identify possible isomers is explained. Finally the fingerprints of the 14 pore shapes are presented.

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High‐Throughput Approaches for the Discovery of Supramolecular Organic Cages

Cited by 25 publications

References 85 publications

Controllable Chiral Self-sorting and Guest Recognition of Ultra-stable Axially Chiral Porous Aromatic Cages

Controllable Chiral Self-sorting and Guest Recognition of Ultra-stable Axially Chiral Porous Aromatic Cages

Structural Chemistry of Metal–Organic Frameworks under Hydrostatic Pressures

Functional Group Pair Distance based Descriptor for Isomerization in Porous Molecular Framework Materials

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