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Related Concept Videos

Prochirality02:05

Prochirality

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...
Fischer Projections02:18

Fischer Projections

Learning to draw Fischer projections of molecules and understanding their relevance plays a crucial role in the visual depiction of organic molecules. A Fischer projection is a two-dimensional projection on a planar surface to simplify the three-dimensional wedge–dash representation of molecules. This is especially helpful in the case of molecules with multiple chiral centers that can be difficult to draw. Here, all the bonds of interest are represented as horizontal or vertical lines. While...
Spin–Spin Coupling: Three-Bond Coupling (Vicinal Coupling)01:22

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Vicinal or three-bond coupling is commonly observed between protons attached to adjacent carbons. Here, nuclear spin information is primarily transferred via electron spin interactions between adjacent C‑H bond orbitals. This generally favors the antiparallel arrangement of spins, so 3J values are usually positive.
The extent of coupling depends on the C‑C bond length, the two H‑C‑C angles, any electron-withdrawing substituents, and the dihedral angle between the involved orbitals. The...
Chirality02:25

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...
Stereoisomerism of Cyclic Compounds02:33

Stereoisomerism of Cyclic Compounds

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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Chirality in Nature

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Related Experiment Video

Updated: Jun 27, 2026

Multimodal Nonlinear Hyperspectral Chemical Imaging Using Line-Scanning Vibrational Sum-Frequency Generation Microscopy
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Absolute helicity induction in three-dimensional homochiral frameworks.

Jian Zhang1, Xianhui Bu

  • 1Department of Chemistry and Biochemistry, California State University, Long Beach, 1250 Bellflower Boulevard, Long Beach, CA 90840, USA.

Chemical Communications (Cambridge, England)
|December 23, 2008
PubMed
Summary

Chiral camphorate ligands control the helical structure of metal-organic frameworks. This study demonstrates how chirality influences the assembly of achiral components into helical forms, offering insights into chiral supramolecular chemistry.

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Last Updated: Jun 27, 2026

Multimodal Nonlinear Hyperspectral Chemical Imaging Using Line-Scanning Vibrational Sum-Frequency Generation Microscopy
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Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
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Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives

Published on: February 7, 2017

Area of Science:

  • Coordination chemistry
  • Supramolecular chemistry
  • Chiral materials science

Background:

  • Chirality is a fundamental property in molecular systems, influencing biological activity and material properties.
  • Helical structures are prevalent in nature and in synthetic materials, often associated with specific functions.
  • Controlling the helicity of materials using chiral building blocks is a key challenge in materials science.

Purpose of the Study:

  • To investigate the relationship between chirality and helicity in metal-organic frameworks (MOFs).
  • To explore how enantiopure chiral ligands can dictate the helical sense of achiral framework components.
  • To understand the self-assembly mechanisms leading to chiral helical structures.

Main Methods:

  • Synthesis of Cobalt(II) isomers using D-, L-, and DL-camphorate with achiral isonicotinate.
  • X-ray crystallography to determine the solid-state structures and helical configurations.
  • Analysis of ligand-metal interactions and their influence on supramolecular assembly.

Main Results:

  • Three distinct Co(II) isomers were successfully synthesized and characterized.
  • A clear correlation between the chirality of the camphorate ligand and the helicity of the resulting MOF was observed.
  • The chiral camphorate ligands, oriented perpendicular to the helical backbone, effectively controlled the absolute sense of the helix formed by achiral components.

Conclusions:

  • Chirality can be effectively transferred from enantiopure ligands to achiral framework components, inducing macroscopic helicity.
  • This work provides a strategy for designing chiral helical materials by controlling ligand orientation.
  • The findings contribute to the understanding of chiral induction in coordination polymers and MOFs.