Related Experiment Video
Updated: Mar 20, 2026

Synthesis of High Purity Nonsymmetric Dialkylphosphinic Acid Extractants
Published on: October 19, 2017
[Chiral Transformation of PARC18 Assemblies on NaOH Solution Subphase]
Abstract:
Achiral molecules with conjugated structures can form chiral supramolecules through interfacial self-assembly. These spontaneous symmetry breaking processes may help elucidate the origin of life and are thus of great importance. So far, the mechanism of interfaciam self-assembly has been discussed in detail. However, dynamics of the chiral assemblies was rarely investigated. In order to clarify whether the chiral structures are stable or dynamic, we employed second harmonic generation linear dichroism (SHG-LD) to investigate the supramolecular chirality of PARC18 at air/aqueous interface. It was shown that PARC18 formed chiral structures with stable chiral state at air/water interface. While at air/NaOH solution interface, the chiral state changed with time. In addition, on NaOH solution subphase, contributions of magnetic dipole to second harmonic signals were dominant. We suggest that this is due to isomerization of PARC18 molecules on NaOH solution subphase. As a result, the two chromophores coupled with each other and the magnetic dipole contribution was enhanced.
More Related Videos
Related Concept Videos
Chirality at Nitrogen, Phosphorus, and Sulfur
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
SN2 Reaction: Stereochemistry
If the substrate is an achiral molecule at the α-carbon, the inversion of configuration is not...
Prochirality
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...
¹H NMR Chemical Shift Equivalence: Enantiotopic and Diastereotopic Protons
In chiral compounds such as 2-butanol, replacing the methylene hydrogens at C3 produces a pair of...

