Recognition in the domain of molecular chirality: from noncovalent interactions to separation of enantiomers

P Peluso, B Chankvetadze - Chemical Reviews, 2022 - ACS Publications
It is not a coincidence that both chirality and noncovalent interactions are ubiquitous in
nature and synthetic molecular systems. Noncovalent interactivity between chiral molecules …

Chiral recognition in separation sciences. Part I: Polysaccharide and cyclodextrin selectors

GKE Scriba - TrAC Trends in Analytical Chemistry, 2019 - Elsevier
The stereoselective recognition of chiral molecules is an important aspect in nature as the
basis of the interaction of chiral bioactive compounds with their target structures. In …

Noncovalent interactions in high-performance liquid chromatography enantioseparations on polysaccharide-based chiral selectors

P Peluso, V Mamane, R Dallocchio, A Dessì… - … of Chromatography A, 2020 - Elsevier
Designed more than thirty years ago in order to improve and maximize the discrimination
capability of native polysaccharides, cellulose-and amylose-based selectors have shown …

Enantioselective anion recognition by chiral halogen-bonding [2] rotaxanes

JYC Lim, I Marques, V Felix… - Journal of the American …, 2017 - ACS Publications
The application of chiral interlocked host molecules for discrimination of guest enantiomers
has been largely overlooked, which is surprising given their unique three-dimensional …

Modelling approaches for chiral chromatography on polysaccharide-based and macrocyclic antibiotic chiral selectors: A review

P De Gauquier, K Vanommeslaeghe… - Analytica Chimica …, 2022 - Elsevier
An overview of molecular modelling approaches, related to chiral separations on
polysaccharide-based and macrocyclic antibiotic chiral selectors, is presented. Both …

Evidence for and evaluation of fluorine–tellurium chalcogen bonding

R Weiss, E Aubert, L Groslambert, P Pale… - Chemical Science, 2023 - pubs.rsc.org
In the field of noncovalent interactions, chalcogen bonding (ChB) involving the tellurium
atom is currently attracting much attention in supramolecular chemistry and in catalysis …

Engineering an alcohol dehydrogenase with enhanced activity and stereoselectivity toward diaryl ketones: reduction of steric hindrance and change of the …

K Wu, Z Yang, X Meng, R Chen, J Huang… - Catalysis Science & …, 2020 - pubs.rsc.org
Steric hindrance in the binding pocket of an alcohol dehydrogenase (ADH) has a great
impact on its activity and stereoselectivity simultaneously. Due to the subtle structural …

The molecular bases of chiral recognition in 2-(benzylsulfinyl) benzamide enantioseparation

P Peluso, B Chankvetadze - Analytica Chimica Acta, 2021 - Elsevier
Liquid-phase chromatography on chiral stationary phase is still the most popular and
versatile technique to separate enantiomers, which is based on the ability of a chiral selector …

Stereoselective processes based on σ-hole interactions

P Peluso, V Mamane - Molecules, 2022 - mdpi.com
The σ-hole interaction represents a noncovalent interaction between atoms with σ-hole (s)
on their surface (such as halogens and chalcogens) and negative sites. Over the last …

Disubstituted ferrocenyl iodo-and chalcogenoalkynes as chiral halogen and chalcogen bond donors

V Mamane, P Peluso, E Aubert, R Weiss… - …, 2020 - ACS Publications
Asymmetric catalysis based on halogen and chalcogen bonds (XB and ChB) is in its infancy,
and the search for new chiral XB and ChB donors represents a crucial step toward its …