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Chirality

Chirality

Chirality is a term that describes the lack of mirror symmetry in an object. In other words, chiral objects cannot be superposed on their mirror images. For example, our feet are chiral, as the mirror image of the left foot, the right foot, cannot be superposed on the left foot.
Chiral objects exhibit a sense of handedness when they interact with another chiral object. For example, our left foot can only fit in the left shoe and not in the right shoe. Achiral objects — objects that have...

Prochirality

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The concept of prochirality leads to the nomenclature of the individual faces of a molecule and plays a crucial role in the enantioselective reaction. It is a concept where two or more achiral molecules react to produce chiral products. A typical process is the reaction of an achiral ketone to generate a chiral alcohol. Here, the achiral reactant reacts with an achiral reducing agent, sodium borohydride, to generate an equimolar mixture of the chiral enantiomers of the product. For example, an...

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In complexation reactions, metal atoms or cations interact with ligands to form donor-acceptor adducts called metal complexes. Ligands that bind through one donor site are monodentate, ligands with two donor sites are bidentate, and those with more than two donor sites are polydentate ligands. For example, ethylene diamine is a bidentate ligand that binds through two nitrogen donor atoms, forming a five-membered ring. EDTA is a polydentate ligand that binds through four oxygen and two nitrogen...

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Micelle formation is an intricate process that hinges on the properties of amphiphilic or amphipathic molecules and the conditions of the system in which they are found. Amphiphilic molecules, which have both hydrophilic (water-attracting) and hydrophobic (water-repelling) parts, play a critical role in this process.In aqueous environments, these molecules arrange themselves such that their hydrophilic heads are turned towards the water phase, while their hydrophobic tails are oriented away...

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Updated: Jun 17, 2026

From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding

From Molecules to Materials: Engineering New Ionic Liquid Crystals Through Halogen Bonding

Published on: March 24, 2018

Aggregation behavior of a chiral long-chain ionic liquid in aqueous solution.

Xin-Wei Li¹, Yan-An Gao, Jie Liu

¹Key Laboratory of Colloid and Interface Chemistry, Shandong University, Ministry of Education, Jinan 250100, China.

Journal of Colloid and Interface Science

|December 17, 2009

Summary

This study presents a novel chiral ionic liquid (IL) with enhanced micelle formation capabilities. These chiral IL micelles exhibit unique properties and potential applications in stereochemical recognition.

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Controlling the Size, Shape and Stability of Supramolecular Polymers in Water

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Published on: August 2, 2012

Area of Science:

Supramolecular Chemistry
Materials Science
Physical Chemistry

Background:

Ionic liquids (ILs) are versatile compounds with tunable properties.
Surface-active ILs are of interest for self-assembly and interfacial phenomena.
Chirality in ILs can impart unique recognition capabilities.

Purpose of the Study:

To synthesize and characterize a novel chiral long-chain ionic liquid, [C(16)hpim]Br.
To investigate the adsorption and aggregation behavior of this chiral IL in aqueous solution.
To explore the potential applications of chiral IL micelles in stereochemical recognition.

Main Methods:

Synthesis of S-3-hexadecyl-1-(1-hydroxy-propan-2-yl)-imidazolium bromide ([C(16)hpim]Br).
Critical micelle concentration (cmc) measurements.
Electrical conductivity studies.
Proton Nuclear Magnetic Resonance (1H NMR) and 2D Rotating-frame Overhauser Effect SpectroscopY (ROESY) analyses.

Main Results:

The chiral IL ([C(16)hpim]Br) exhibits superior micelle formation compared to traditional surfactants.
Larger hydrophilic head group and electrostatic repulsions lead to looser micellar packing.
Higher micropolarity, smaller aggregation number, and unusual upfield NMR shifts observed.
Spectroscopic analyses confirm a chiral arrangement of the micelles.

Conclusions:

Chiral ionic liquid ([C(16)hpim]Br) self-assembles into micelles with distinct properties.
Looser micellar packing influences polarity and aggregation behavior.
Chiral IL micelles show promise for stereochemical recognition applications.