Tandem Use of Optical Sensing and Machine Learning for the Determination of Absolute Configuration, Enantiomeric and Diastereomeric Ratios, and Concentration of Chiral Samples

Abstract

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Chiral Co3Y Propeller-Shaped Chemosensory Platforms Based on19F-NMR

“…The stereochemical discrimination can occur using spectroscopic methods, including circular dichroism (CD) and fluorescence, − by monitoring absorbance intensity change and NMR, presenting chemically shifted signals for different chiral molecules or complexes. − For the latter, a host–guest complex consisting of a chiral substrate sample interacts with a chiral detector molecule, transferring chiral information and inducing a change in the chiral environment, observed as split signals of precise chemical shifts in the corresponding NMR spectrum. NMR chemosensors for chiral discrimination are typically limited to aromatic-based compounds, facilitating signal splitting by inducing a significant shielding effect.…”

Biomacromolecule-Assisted Screening for Reaction Discovery and Catalyst Optimization

“…A number of reviews of catalyst screening methods have appeared in recent years, − including a particularly thorough review by Glorius and co-workers, that complements and updates earlier overviews. − There is also a nice set of reviews that focus on chiroptical methods to establish enantioselectivity by Anslyn and co-workers. ,, Finally, there are excellent recent reports describing the development of reaction miniaturization to the nanomole scale and high throughput experimentation (HTE) in the pharmaceutical process sector, , and the need for appropriate and compatible screening methods to support such approaches. None of these reviews focuses on biomacromolecule-assisted screening methods, and while there are focused discussions of our own in situ enzymatic screening (ISES) method, of the use of antibody-based sandwich assays for reaction discovery, of the use of DNA-encoded libraries for selection, , and of nucleic acid arrays for chiral recognition, an overview of the entire field of biomacromolecule-assisted screening has not yet appeared.…”

Four‐Component Ugi Reaction for Optical Chirality Sensing and Surface Nanoengineering of Chiral Self‐Assemblies

“…[20] Utilization of condensation reaction, click chemistry, metal-ligand coordination, substitution reaction and supramolecular host-guest complexation, chirality could transfer to chromophores with active CD or CPL activities, which have been applied in precise optical chirality determination of amine, acids and hydroxyl compounds. [21][22][23][24][25][26][27][28][29][30][31] The above reactions are normally occurred between two compounds including chiral small molecules and achiral chromophores. Exploration of multiple component reaction route to induce the emergence of chiroptical properties and sensing applications is a promising strategy for multiple functional sensing and chiroptical applications.…”

“…In this case, normally relatively weak dissymmetry factor of chiroptical properties such as CD signal will be given at around 10 −4 grade, ascribed to the small dot product between dipole moments [20] . Utilization of condensation reaction, click chemistry, metal‐ligand coordination, substitution reaction and supramolecular host‐guest complexation, chirality could transfer to chromophores with active CD or CPL activities, which have been applied in precise optical chirality determination of amine, acids and hydroxyl compounds [21–31] . The above reactions are normally occurred between two compounds including chiral small molecules and achiral chromophores.…”