Guest‐Induced Structural Transformations in a Porous Halogen‐Bonded Framework

Nikolayenko, Varvara I.; Castell, Dominic C.; Heerden, Dewald P. van; Barbour, Leonard J.

doi:10.1002/anie.201806399

Cited by 49 publications

(46 citation statements)

References 88 publications

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“…Barbour et al reported reversible switching of the pore volume in porous halogen-bonded framework that was induced using gas adsorption switching. [334] Aida et al reported that a CH•••N bonded porous crystalline solid, prepared using D 3h -symmetric molecule (Py6Mes) with a nonpolar mesitylene core and 6 pendant, polar, pyridyl-rings, could be transformed between a porous open polymorph (Py open ) and nonporous closed polymorph (Py close ) in the solid state, taking advantage of the extremely labile CH•••N bonding interactions in the structure (Figure 26). [32] For example, MeCN vapor was used to generate the Py open polymorph, and a heat-induced transformation at 202 °C was used to generate Py close polymorph.…”

Section: Solid-state Transformations In Porous Molecular Solidsmentioning

confidence: 99%

The Chemistry of Porous Organic Molecular Materials

Little

Cooper

2020

Adv Funct Materials

257

189

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Porous organic molecular materials are a subclass of porous solids that are defined by their modular, molecular structures, and the absence of extended covalent or coordination bonding in the solid-state. As a result, porous molecular materials are soluble and they can be processed into different forms, such as mixed matrix membranes. The structure of the porous modules can be fine-tuned for specific applications, such as gas isotope separations, and in some cases the solid-state properties of these materials can be defined by the structure of the porous molecule as viewed in isolation. In this review, the authors focus on the design of porous organic molecular materials and how their properties can be tuned for specific applications by using crystal engineering techniques. The authors distinguish between strategies where porosity is defined largely by the molecule itself, for example, in porous organic cages, and cases where porosity is generated by the solidstate crystalline assembly. They emphasize the importance of computational techniques in the de novo design of functional, porous organic molecular materials, and how molecular modeling is applied to understand the properties of these materials.

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Section: Solid-state Transformations In Porous Molecular Solidsmentioning

confidence: 99%

The Chemistry of Porous Organic Molecular Materials

Little

Cooper

2020

Adv Funct Materials

257

189

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“…Porous organic cages, 1 one of the most important subclasses of porous molecular materials, [2][3][4][5] have been recognized as an attractive functional material which could be complementary to established porous network polymers and frameworks (such as metal-organic frameworks (MOFs), 6 covalent organic frameworks (COFs) 7,8 or porous organic polymers (POPs) 9 ) because of their distinct features like high porosity, good chemical stability, and solution processability. Different from network polymers and frameworks, organic cages contain "extrinsic" and "intrinsic" pores, which refer to the pores located between molecules or within molecules, respectively.…”

Section: Introductionmentioning

confidence: 99%

Switching porosity of stable triptycene-based cageviasolution-state assembly processes

Zhai

Zhen

et al. 2020

RSC Adv.

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It is a great challenge to tune the porosity of porous materials. As most porous organic cages are soluble, solution processability can be a possible way to regulate the porosity of such materials. Herein, a triptycenebased cage (TC) is demonstrated to be stable in acid, base or boiling water. Meanwhile, its porosity can be tuned by adjusting the solution-state assembly processes. TC molecules crystallized slowly from solution exhibit nearly no porosity to nitrogen (off-state). While, after rapid precipitating from methanol/ dichloromethane solution, the obtained TC (TC-rp) is in a porous state and exhibit a high BET surface area of 653 m 2 g À1 (on-state). Results and discussionThe triptycene-based cage (TC) (Scheme 1) was synthesized by the copper-mediated modied Eglinton-Glaser oxidative coupling reaction. 42 As shown in the spectrum of Proton nuclear rsc.li/rsc-advances 9088 | RSC Adv., 2020, 10, 9088-9092This journal is

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“…Barbour and coworkers reported a porous halogenbonded framework, which was obtained by evaporating an acetone solution of 8 and 9 (Figure 7). 69 The evaporation produced a solvated yellow porous molecular crystal, wherein I these PMCs can be transformed to nonporous crystals by exposure to CH 2 Cl 2 , which also results in the turning ON of red luminescence. Such change can be reversed by exposing the nonporous crystals to hexafluorobenzene.…”

Section: Review Porous Molecular Crystalsmentioning

confidence: 99%

Fluorinated Organic Porous Materials

Zhang

Miljanić

2019

Organic Materials

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Fluorine is in many aspects unique among the elements, and its incorporation into organic molecules can dramatically change their physical and chemical properties. This minireview will survey the existing classes of fluorinated porous materials, with a particular focus on all-organic porous materials. We will highlight our work on the preparation and study of metal–organic frameworks and porous molecular crystals derived from extensively fluorinated rigid aromatic pyrazoles and tetrazoles. Where possible, comparisons between fluorinated and nonfluorinated materials will be made.

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Guest‐Induced Structural Transformations in a Porous Halogen‐Bonded Framework

Cited by 49 publications

References 88 publications

The Chemistry of Porous Organic Molecular Materials

The Chemistry of Porous Organic Molecular Materials

Switching porosity of stable triptycene-based cageviasolution-state assembly processes

Fluorinated Organic Porous Materials

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