Related Experiment Video
Updated: Jul 19, 2026

Coulomb Explosion Imaging as a Tool to Distinguish Between Stereoisomers
Published on: August 18, 2017
Diffusion accelerates and enhances chirality selection
Ryo Shibata1, Yukio Saito, Hiroyuki Hyuga
1Department of Physics, Keio University, Yokohama 223-8522, Japan.
Abstract:
The diffusion effect on chirality selection in a two-dimensional reaction-diffusion model is studied by Monte Carlo simulations. The model consists of achiral reactants A which turn into either of the chiral products R or S in a solvent of chemically inactive vacancies V . The reaction contains a nonlinear autocatalysis as well as a recycling process, and the chiral symmetry breaking is monitored by an enantiomeric excess (ee) phi. Without dilution a strong nonlinear autocatalysis ensures chiral symmetry breaking. By diluting a diffusionless system, the ee phi decreases and a racemic state is recovered below a critical concentration c(c) . When the diffusion is allowed, the steady value of phi increases and c(c) decreases. As for the relation between the ee phi and the concentration c , a formula interpolating between the diffusionless (D=0) and the homogeneous (D=infinity) limits is proposed by incorporating the diffusional enhancement of the concentrations of chiral species. Diffusion also accelerates the development of the chiral order, and the time required to establish the order in a system of a size L(2) is inversely proportional to the diffusion constant D as L(2)/D .
Related Concept Videos
Chirality in Nature
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration
SN1 Reaction: Stereochemistry
In the first step of an SN1 reaction, the bond between the electrophilic carbon and the leaving group ionizes to generate the carbocation intermediate. The second step of the mechanism is the nucleophilic attack.
In the formed carbocation, the positively charged carbon is sp2 hybridized with a trigonal planar geometry. As all the three substituents lie on the same plane, a plane of symmetry for the...
Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule
The hydrohalogenation of an unsymmetrical alkene can yield two haloalkane products, depending on which vinylic carbon takes up the halogen. However, one product usually predominates, where hydrogen adds to the vinylic carbon bearing the...
Diffusion on Chromatography Columns
Longitudinal diffusion occurs when the solute molecules in the mobile phase diffuse from the more concentrated center of the chromatographic band to the more dilute regions on either side, both towards and against the flow direction. This...
Radical Halogenation: Stereochemistry
Halogenation to form a new chiral center:

