Jove
Visualize
Contact Us
JoVE
x logofacebook logolinkedin logoyoutube logo
ABOUT JoVE
OverviewLeadershipBlogJoVE Help Center
AUTHORS
Publishing ProcessEditorial BoardScope & PoliciesPeer ReviewFAQSubmit
LIBRARIANS
TestimonialsSubscriptionsAccessResourcesLibrary Advisory BoardFAQ
RESEARCH
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchive
EDUCATION
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualFaculty Resource CenterFaculty Site
Terms & Conditions of Use
Privacy Policy
Policies

Related Concept Videos

Aromatic Hydrocarbon Anions: Structural Overview01:18

Aromatic Hydrocarbon Anions: Structural Overview

4.2K
Neutral hydrocarbons like cyclopentadiene with an odd number of carbon atoms and one intervening CH2 group in the ring are not aromatic. Cyclopentadiene with 4 π electrons does not satisfy the 4n + 2 π electron rule. Additionally, the intervening CH2 group is sp3 hybridized and lacks a vacant p orbital, thereby interrupting the overlap of p orbitals in a continuous manner and preventing the delocalization of π electrons throughout the ring.
Due to the absence of continuous...
4.2K
Aromatic Hydrocarbon Cations: Structural Overview01:18

Aromatic Hydrocarbon Cations: Structural Overview

4.2K
Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
Removing one hydrogen from the intervening CH2 group...
4.2K
Frost Circles for Different Conjugated Systems01:18

Frost Circles for Different Conjugated Systems

4.1K
The inscribed polygon method is consistent with Hückel’s 4n + 2 rule and helps to learn whether the given cyclic compound is aromatic or not. The compound is stable and aromatic if every bonding molecular orbital (MO) is completely filled with a pair of electrons. However, if the non-bonding or antibonding orbitals are filled with electrons, the compound is unstable and not aromatic. Consider the Frost circle diagrams for cycloalkenes containing 4 to 8 carbons.
4.1K
Conformations of Cycloalkanes02:29

Conformations of Cycloalkanes

16.2K
Adolf von Baeyer attempted to explain the instabilities of small and large cycloalkane rings using the concept of angle strain — the strain caused by the deviation of bond angles from the ideal 109.5° tetrahedral value for sp3  hybridized carbons. However, while cyclopropane and cyclobutane are strained, as expected from their highly compressed bond angles, cyclopentane is more strained than predicted, and cyclohexane is virtually strain-free. Hence, Baeyer’s theory that...
16.2K
NMR Spectroscopy of Aromatic Compounds01:14

NMR Spectroscopy of Aromatic Compounds

6.6K
Aromatic compounds can be identified or analyzed using proton NMR and carbon‐13 NMR. Typically, aromatic hydrogens or hydrogens directly bonded to the aromatic rings are strongly deshielded by the aromatic ring current. Therefore, they absorb in the range of 6.5–8.0 ppm in proton NMR spectra. For instance, aromatic hydrogens directly bonded to the benzene ring absorb at 7.3 ppm. However, aromatic hydrogens of larger rings absorb farther upfield or downfield than the ideal range.
6.6K
π Electron Effects on Chemical Shift: Aromatic and Antiaromatic Compounds01:14

π Electron Effects on Chemical Shift: Aromatic and Antiaromatic Compounds

2.0K
In aromatic compounds, such as benzene, the circulation of (4n + 2) π-electrons sets up a diamagnetic or diatropic ring current around the perimeter of the molecule. This current induces a magnetic field that opposes the external field inside the ring and reinforces it on the outside. The protons in benzene are deshielded and exhibit high chemical shifts in the range 6.5–8.5 ppm. The shielding effect at the center of the ring is evident in complex aromatic molecules, such as...
2.0K

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by
Same author

Quality and reliability of anxiety disorder-related short videos on TikTok and Bilibili: A cross-sectional study.

Medicine·2026
Same author

Recent advances in Camptothecin-derived antibody-drug conjugates.

Bioorganic & medicinal chemistry·2026
Same author

The prognostic role of surgical resection in selected patients with primary CNS lymphoma based on voxel-wise analysis.

Neuro-oncology advances·2026
Same author

Nicotinamide nucleotide transhydrogenase deficiency impairs neuronal function via energy metabolism dysregulation in Alzheimer's disease.

Free radical biology & medicine·2026
Same author

Correlation between febrile seizures and cytokines in children: a retrospective study.

Brain & development·2026
Same author

Surface Activity and Defoaming Performance of Dilute Aqueous Solutions Containing a Mixture of Phosphate-Ester Polyether Trisiloxane Surfactant and Hydrocarbon Cationic Surfactant.

Langmuir : the ACS journal of surfaces and colloids·2026

Related Experiment Video

Updated: Mar 20, 2026

Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
09:22

Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives

Published on: February 7, 2017

8.3K

A Shape-Persistent Cryptand for Capturing Polycyclic Aromatic Hydrocarbons.

Rui-Feng Zhang1, Wen-Jing Hu1, Yahu A Liu2

  • 1Shanghai Advanced Research Institute, Chinese Academy of Science , Shanghai 201210, P. R. China.

The Journal of Organic Chemistry
|June 4, 2016
PubMed
Summary
This summary is machine-generated.

A novel cryptand molecule effectively captures polycyclic aromatic hydrocarbons (PAHs) through face-to-face stacking interactions. This host-guest system demonstrates efficient uptake of PAHs from solution into a crystalline solid.

More Related Videos

Characterization, Quantification and Compound-specific Isotopic Analysis of Pyrogenic Carbon Using Benzene Polycarboxylic Acids BPCA
08:12

Characterization, Quantification and Compound-specific Isotopic Analysis of Pyrogenic Carbon Using Benzene Polycarboxylic Acids BPCA

Published on: May 16, 2016

16.3K
Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
09:35

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

12.2K

Related Experiment Videos

Last Updated: Mar 20, 2026

Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives
09:22

Self-assembling Morphologies Obtained from Helical Polycarbodiimide Copolymers and Their Triazole Derivatives

Published on: February 7, 2017

8.3K
Characterization, Quantification and Compound-specific Isotopic Analysis of Pyrogenic Carbon Using Benzene Polycarboxylic Acids BPCA
08:12

Characterization, Quantification and Compound-specific Isotopic Analysis of Pyrogenic Carbon Using Benzene Polycarboxylic Acids BPCA

Published on: May 16, 2016

16.3K
Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
09:35

Preparation of a Corannulene-functionalized Hexahelicene by CopperI-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

12.2K

Area of Science:

  • Supramolecular Chemistry
  • Organic Chemistry
  • Materials Science

Background:

  • Polycyclic Aromatic Hydrocarbons (PAHs) are persistent environmental pollutants.
  • Developing selective host molecules for PAH capture is crucial for environmental remediation.

Purpose of the Study:

  • To synthesize and characterize a shape-persistent cryptand for capturing PAHs.
  • To investigate the binding interactions and uptake mechanism of the cryptand with various PAH guests.

Main Methods:

  • Synthesis of a novel cryptand featuring electron-deficient triazine units and naphthyridine linkers.
  • Formation of host-guest complexes with phenanthrene, anthracene, pyrene, triphenylene, and tetraphene.
  • Single-crystal X-ray diffraction to elucidate complex structure.
  • Sorption experiments demonstrating uptake from solution.

Main Results:

  • A shape-persistent cryptand (1) was successfully synthesized.
  • Cryptand 1 formed stable 1:1 complexes with multiple PAHs.
  • Crystal structure revealed inclusion via face-to-face π–π stacking.
  • Crystalline cryptand 1 demonstrated efficient anthracene uptake from toluene solution.

Conclusions:

  • The designed cryptand exhibits high affinity and selectivity for PAHs.
  • The mechanism of capture involves π–π stacking interactions within the cryptand cavity.
  • This system shows potential for practical applications in PAH sequestration.