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Molecules with Multiple Chiral Centers

Molecules with Multiple Chiral Centers

Molecules that possess multiple chiral centers can afford a large number of stereoisomers. For instance, while some molecules like 2-butanol have one chiral center, defined as a tetrahedral carbon atom with four different substituents attached, several molecules like butane-2,3-diol have multiple chiral centers. A simple formula to predict the number of stereoisomers possible for a molecule with n chiral centers is 2n. However, there can be a lower number where some of the stereoisomers are...

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...

Chirality in Nature

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Chirality is the most intriguing yet essential facet of nature, governing life’s biochemical processes and precision. It can be observed from a snail shell pattern in a macroscopic world to an amino acid, the minutest building block of life. Most of the snails around the world have right-coiled shells because of the intrinsic chirality in their genes. All the amino acids present in the human body exist in an enantiomerically pure state, except for glycine - the sole achiral amino acid.

Chirality at Nitrogen, Phosphorus, and Sulfur

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A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...

Stereoisomerism

Stereoisomerism

Isomerism in Complexes
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Transition metal complexes often exist as geometric isomers, in which the same atoms are connected through the same types of bonds but with differences in their orientation in space. Coordination complexes with two different ligands in the cis and trans positions from a ligand of interest form isomers. For example, the octahedral [Co(NH3)4Cl2]+ ion has two isomers (Figure 1) In the cis...

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Related Experiment Video

Updated: May 6, 2026

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates

Published on: February 15, 2016

Solvent-Gated Multimodal Charge Transfer Interactions for Precise Supramolecular Chirality Control.

Zhuoer Wang¹, Jiahui Lu¹, Aiyou Hao¹

¹Key Laboratory of Colloid and Interface Chemistry of Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan, People's Republic of China.

Angewandte Chemie (International Ed. in English)

|May 5, 2026

Summary

Researchers developed amino acid-based chiral materials with tunable charge transfer interactions. These materials exhibit controlled luminescence and chiroptical properties, enabling applications in advanced photonics and encryption.

Keywords:

charge transfer interaction foldamer self‐assembly supramolecular chirality

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Last Updated: May 6, 2026

Construction and Systematical Symmetric Studies of a Series of Supramolecular Clusters with Binary or Ternary Ammonium Triphenylacetates

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Published on: February 15, 2016

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

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Area of Science:

Materials Science
Supramolecular Chemistry
Organic Electronics

Background:

Charge transfer (CT) interactions are crucial in chiral optoelectronic materials.
Precise control over multimodal CT interactions remains a significant challenge in molecular design and implementation.

Purpose of the Study:

To develop novel amino acid-based folded structures for dynamic, multimodal charge transfer (CT) interactions.
To achieve tunable emission, chiroptical properties, and supramolecular chirality through controlled self-assembly.

Main Methods:

Integration of pyrene donors and aryl imide acceptors with tert-butyl groups in amino acid scaffolds.
Utilizing reversible solvent-gated folding/unfolding for dynamic CT interactions in solution.
Investigating self-assembly in polymer matrices and bottom-up approaches.
Controlling hierarchical self-assembly via solvent ratios to modulate CT stacking modes and chirality.

Main Results:

Dynamic through-space CT interactions leading to tunable emission (blue to yellow) and white-light generation.
Formation of robust CT complexes with excellent chiroptical properties in polymer matrices.
Amplified chiroptical signals and macroscopic chirality generation via self-assembly.
Solvent-controlled hierarchical self-assembly producing helical aggregates with inverted handedness.
Thermodynamically driven chiral-selective ripening achieving homochirality.

Conclusions:

The developed architecture offers remarkable solvent-controlled modulation of luminescence, chiroptical handedness, and supramolecular chirality.
This provides a versatile platform for advanced photonics, multimodal encryption, and chiral material design.