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Related Concept Videos

Chirality in Nature02:30

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.
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Chirality02:25

Chirality

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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...
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Prochirality02:05

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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Molecules with Multiple Chiral Centers02:25

Molecules with Multiple Chiral Centers

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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...
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Chirality at Nitrogen, Phosphorus, and Sulfur02:30

Chirality at Nitrogen, Phosphorus, and Sulfur

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Chirality is most prevalent in carbon-based tetrahedral compounds, but this important facet of molecular symmetry extends to sp3-hybridized nitrogen, phosphorus and sulfur centers, including trivalent molecules with lone pairs. Here, the lone pair behaves as a functional group in addition to the other three substituents to form an analogous tetrahedral center that can be chiral.
A consequence of chirality is the need for enantiomeric resolution. While this is theoretically possible for all...
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Stereoisomerism of Cyclic Compounds02:33

Stereoisomerism of Cyclic Compounds

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In this lesson, we delve into the role of ring conformation and its stability, which determines the spatial arrangement and, consequently, the molecular symmetry and stereoisomerism of cyclic compounds. 1,2-Dimethylcyclohexane is used as a case study to evaluate the possible number of stereoisomers. Here, given the multiple (n = 2) chiral centers, there are 2n = 4 possible configurations that lack a plane of symmetry, as the ring skeleton exists in a non-planar chair conformation. In addition,...
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Related Experiment Video

Updated: Jul 12, 2025

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

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Chirality Supramolecular Systems: Helical Assemblies, Structure Designs, and Functions.

Shengzhe Jia1, Tiantian Tao1, Yujiang Xie1

  • 1State Key Laboratory of Chemical Engineering, School of Chemical Engineering and Technology, Tianjin University, Tianjin, 300072, China.

Small (Weinheim an Der Bergstrasse, Germany)
|October 27, 2023
PubMed
Summary
This summary is machine-generated.

Chiral supramolecular materials exhibit remarkable properties derived from their unique helical assemblies. This review details their design strategies, chirality transfer mechanisms, and diverse applications in functional materials and biomedicine.

Keywords:
chirality transfersfunction designshelical structuressupramolecular chiralitytwisted stacking

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Area of Science:

  • Supramolecular Chemistry
  • Materials Science
  • Organic Chemistry

Background:

  • Chirality is a fundamental property observed across natural systems.
  • Supramolecular chirality, arising from host-guest interactions, offers significant potential for advanced functional materials.
  • Understanding and controlling supramolecular chirality is crucial for developing novel materials.

Purpose of the Study:

  • To provide a comprehensive overview of recent advancements in chiral supramolecular materials.
  • To summarize design strategies, chirality transfer mechanisms, and functional applications.
  • To highlight the potential of these materials in various scientific and technological fields.

Main Methods:

  • Review of literature on chiral supramolecular structure design.
  • Analysis of chirality inversion and amplification mechanisms.
  • Examination of structure-property relationships in supramolecular chirality systems.

Main Results:

  • Three primary design routes for chiral supramolecular structures are identified: template-induced, chemical synthesis, and twisted-assembly.
  • Chirality transfer from molecular to macroscopic scales is explained via inversion and amplification mechanisms, influenced by external stimuli.
  • Supramolecular chirality materials demonstrate optical activity and layer-by-layer stacking, leading to smart responses, shape-memory, enhanced mechanical properties, and biomedical applications.

Conclusions:

  • Chiral supramolecular materials represent a promising class of functional materials with diverse applications.
  • The twisted-assembly technique offers an alternative route for creating chiral materials.
  • Continued research into supramolecular chirality systems will drive innovation in materials science and beyond.