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Chirality02:25

Chirality

30.4K
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...
30.4K
Chirality at Nitrogen, Phosphorus, and Sulfur02:30

Chirality at Nitrogen, Phosphorus, and Sulfur

7.1K
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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Chirality in Nature02:30

Chirality in Nature

17.4K
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.
17.4K
Molecules with Multiple Chiral Centers02:25

Molecules with Multiple Chiral Centers

15.4K
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...
15.4K
Prochirality02:05

Prochirality

5.1K
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...
5.1K
¹H NMR Chemical Shift Equivalence: Enantiotopic and Diastereotopic Protons00:58

¹H NMR Chemical Shift Equivalence: Enantiotopic and Diastereotopic Protons

3.4K
Replacing each alpha-hydrogen in chloroethane by bromine (or a different functional group) yields a pair of enantiomers. Such protons are called prochiral or enantiotopic and are related by a mirror plane. Enantiotopic protons are chemically equivalent in an achiral environment. Because most proton NMR spectra are recorded using achiral solvents, enantiotopic hydrogens yield a single signal.
In chiral compounds such as 2-butanol, replacing the methylene hydrogens at C3 produces a pair of...
3.4K

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Related Experiment Video

Updated: Feb 27, 2026

Engineering Molecular Recognition with Bio-mimetic Polymers on Single Walled Carbon Nanotubes
09:28

Engineering Molecular Recognition with Bio-mimetic Polymers on Single Walled Carbon Nanotubes

Published on: January 10, 2017

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Chiral Nanotubes.

Andrea Nitti1, Aurora Pacini2,3, Dario Pasini4,5

  • 1Department of Chemistry, University of Pavia, Viale Taramelli, 12-27100 Pavia, Italy. andrea.nitti01@universitadipavia.it.

Nanomaterials (Basel, Switzerland)
|July 6, 2017
PubMed
Summary

Chiral organic nanotubes offer versatile nanospaces for host-guest chemistry and biomimicry. Recent advances focus on their synthesis, assembly, and exploitation of chirality for tailored material properties.

Keywords:
anisotropic materialschiralitynanotubessupramolecular polymersthree-dimensional (3D) assembly

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Area of Science:

  • Supramolecular Chemistry
  • Nanotechnology
  • Organic Chemistry

Background:

  • Organic nanotubes serve as versatile nanospaces for host-guest chemistry, mimicking biological ion channels and enabling tailored material properties.
  • Chirality, a form of asymmetry found in nature, is crucial for controlling the properties of chemical entities and has begun to be exploited in organic nanotubes.
  • Both molecule-based and macrocycle-based building blocks are utilized for constructing organic nanotubes through self-assembly.

Purpose of the Study:

  • To review recent developments in the synthesis and assembly of chiral organic nanotubes.
  • To highlight the functional properties arising from the chiral nature of these nanotubes.
  • To rationalize the supramolecular interactions driving the 3D assembly of chiral nanotube architectures.

Main Methods:

  • Review of literature on the synthesis and assembly of chiral organic nanotubes.
  • Analysis of supramolecular interactions involved in nanotube formation.
  • Examination of functional properties, including host-guest chemistry and biomimicry.

Main Results:

  • Significant progress has been made in the synthesis and assembly of chiral organic nanotubes using diverse molecular building blocks.
  • Chirality plays a key role in dictating the functional properties of these nanostructures.
  • Understanding supramolecular interactions is essential for controlling the 3D assembly and properties of chiral nanotubes.

Conclusions:

  • Chiral organic nanotubes represent a promising class of nanomaterials with diverse applications.
  • Further research into their synthesis, assembly, and chiral properties will unlock new functionalities.
  • This review provides insights into the current state and future directions in the field of chiral organic nanotubes.