Enabling Technology for Supramolecular Chemistry

Ollerton, Katie; Greenaway, Rebecca L.; Slater, Anna G.

doi:10.3389/fchem.2021.774987

Cited by 19 publications

(12 citation statements)

References 114 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Another area of potentially rapid development is the breadth of chemistries that are performed in flow. Traditionally focused on organic synthesis and small molecules, there are now increasing reports of more complex systems being synthesized in flow including supramolecular ,,, and macromolecular materials. ,,− The opportunities that flow offers for enhanced safety and process control also particularly benefit situations where the reagents or transient species are hazardous (e.g., diazonium salts, organometallics, hydrogenation, and fluorination). ,− …”

Section: Is There Room For Innovation?mentioning

confidence: 99%

Quid Pro Flow

2023

Self Cite

View full text Add to dashboard Cite

How do you get into flow? We trained in flow chemistry during postdoctoral research and are now applying it in new areas: materials chemistry, crystallization, and supramolecular synthesis. Typically, when researchers think of "flow", they are considering predominantly liquid-based organic synthesis; application to other disciplines comes with its own challenges. In this Perspective, we highlight why we use and champion flow technologies in our fields, summarize some of the questions we encounter when discussing entry into flow research, and suggest steps to make the transition into the field, emphasizing that communication and collaboration between disciplines is key.

show abstract

Section: Is There Room For Innovation?mentioning

confidence: 99%

Quid Pro Flow

2023

Self Cite

View full text Add to dashboard Cite

show abstract

“…While HTS is powerful for rapid screening on small scales, it is much harder to deploy for large scale reactions [34] . Flow chemistry is an attractive method for robust and scalable synthesis, [35] and supramolecular chemistry is no exception [36,34] .…”

Section: Introductionmentioning

confidence: 99%

“…[33] While HTS is powerful for rapid screening on small scales, it is much harder to deploy for large scale reactions. [34] Flow chemistry is an attractive method for robust and scalable synthesis, [35] and supramolecular chemistry is no exception. [36,34] Flow chemistry has been used in areas of porous materials, including, MOFs, COFs, and POCs, demonstrating its potential for processing and scaling of functional materials.…”

Section: Introductionmentioning

confidence: 99%

Controlling the Crystallisation and Hydration State of Crystalline Porous Organic Salts

O'Shaughnessy,

Padgham,

Clowes

et al. 2023

Chemistry A European J

Self Cite

View full text Add to dashboard Cite

Crystalline porous organic salts (CPOS) are a subclass of molecular crystals. The low solubility of CPOS and their building blocks limits the choice of crystallisation solvents to water or polar alcohols, hindering the isolation, scale‐up, and scope of the porous material. In this work, high throughput screening was used to expand the solvent scope, resulting in the identification of a new porous salt, CPOS‐7, formed from tetrakis(4‐sulfophenyl)methane (TSPM) and tetrakis(4‐aminophenyl)methane (TAPM). CPOS‐7 does not form with standard solvents for CPOS, rather a hydrated phase (Hydrate2920) previously reported is isolated. Initial attempts to translate the crystallisation to batch led to challenges with loss of crystallinity and Hydrate2920 forming favorably in the presence of excess water. Using acetic acid as a dehydrating agent hindered formation of Hydrate2920 and furthermore allowed for direct conversion to CPOS‐7. To allow for direct formation of CPOS‐7 in high crystallinity flow chemistry was used for the first time to circumvent the issues found in batch. CPOS‐7 and Hydrate2920 were shown to have promise for water and CO2 capture, with CPOS‐7 having a CO2 uptake of 4.3 mmol/g at 195 K, making it one of the most porous CPOS reported to date.

show abstract

“…Supramolecular chemistry is one area wherein the attributes of noncovalent interactions, including H-bonds, have been consistently put to good use [26][27][28][29][30][31][32][33]. DNA is a prime example of an H-bond-driven supramolecular assembly that nature itself provides [34].…”

Section: Introductionmentioning

confidence: 99%

Hydrogen-Bond-Driven Peptide Nanotube Formation: A DFT Study

Parra

2023

Molecules

View full text Add to dashboard Cite

DFT calculations were carried out to examine geometries and binding energies of H-bond-driven peptide nanotubes. A bolaamphiphile molecule, consisting of two N-α amido glycylglycine head groups linked by either one CH2 group or seven CH2 groups, is used as a building block for nanotube self-assembly. In addition to hydrogen bonds between adjacent carboxy or amide groups, nanotube formation is also driven by weak C-H· · ·O hydrogen bonds between a methylene group and the carboxy OH group, and between a methylene group and an amide O=C group. The intratubular O-H· · ·O=C hydrogen bonds account for approximately a third of the binding energies. Binding energies calculated with the wB97XD/DGDZVP method show that the hydrocarbon chains play a stabilizing role in nanotube self-assembly. The shortest nanotube has the length of a single monomer and a diameter than increases with the number of monomers. Lengthening of the tubular structure occurs through intertubular O-H· · ·O=C hydrogen bonds. The average intertubular O-H· · ·O=C hydrogen bond binding energy is estimated to change with the size of the nanotubes, decreasing slightly towards some plateau value near 15 kcal/mol according to the wB97XD/DGDZVP method.

show abstract

Enabling Technology for Supramolecular Chemistry

Cited by 19 publications

References 114 publications

Quid Pro Flow

Quid Pro Flow

Controlling the Crystallisation and Hydration State of Crystalline Porous Organic Salts

Hydrogen-Bond-Driven Peptide Nanotube Formation: A DFT Study

Contact Info

Product

Resources

About