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

4.3K
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...
4.3K
Five-Membered Heterocyclic Aromatic Compounds: Overview01:13

Five-Membered Heterocyclic Aromatic Compounds: Overview

6.0K
Heterocyclic aromatic compounds are cyclic compounds that are aromatic and have one or more heteroatoms—atoms other than carbon, in the ring. Depending upon the number of atoms present in the ring, they can be either five or six-membered. Examples of five-membered heterocyclic aromatic compounds include pyrrole, furan, thiophene, and imidazole. Pyrrole consists of one nitrogen atom having one lone pair of electrons. Furan and thiophene have one oxygen and one sulfur heteroatom,...
6.0K
Aromatic Hydrocarbon Cations: Structural Overview01:18

Aromatic Hydrocarbon Cations: Structural Overview

4.3K
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...
4.3K
Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)01:16

Olefin Metathesis Polymerization: Ring-Opening Metathesis Polymerization (ROMP)

3.3K
Ring-opening metathesis polymerization or ROMP involves strained cycloalkenes as starting materials. The mechanism of ROMP proceeds by reacting cycloalkene with Grubbs catalyst to give metallacyclobutane intermediate which undergoes a ring-opening reaction to form new carbene. The new carbene reacts with another molecule of cycloalkene. Repetition of these steps leads to the formation of an unsaturated open-chain polymer product. All these steps are reversible, however, relieving the ring...
3.3K
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction01:16

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

13.7K
The Diels–Alder reaction is an example of a thermal pericyclic reaction between a conjugated diene and an alkene or alkyne, commonly referred to as a dienophile. The reaction involves a concerted movement of six π electrons, four from the diene and two from the dienophile, forming an unsaturated six-membered ring. As a result, these reactions are classified as [4+2] cycloadditions.
13.7K
Photochemical Electrocyclic Reactions: Stereochemistry01:26

Photochemical Electrocyclic Reactions: Stereochemistry

2.4K
The absorption of UV–visible light by conjugated systems causes the promotion of an electron from the ground state to the excited state. Consequently, photochemical electrocyclic reactions proceed via the excited-state HOMO rather than the ground-state HOMO. Since the ground- and excited-state HOMOs have different symmetries, the stereochemical outcome of electrocyclic reactions depends on the mode of activation; i.e., thermal or photochemical.
Selection Rules: Photochemical Activation
2.4K

You might also read

Related Articles

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

Sort by
Same author

Origin and application of the Lorentz factor in X-ray diffraction.

Acta crystallographica. Section A, Foundations and advances·2026
Same author

Hierarchical on-surface assembly of nanoribbons through concurrent hydrogen- and chalcogen-bonding interactions.

Chemical science·2026
Same author

Digadoglucitol: A New High Relaxivity MRI Contrast Agent Based on the Dimerization of [Gd(HP-DO3A)] and Activated Intramolecular Catalysis of the Prototropic Exchange.

Chemical & biomedical imaging·2026
Same author

Ultra-narrow donor-acceptor nanoribbons.

Nature communications·2026
Same author

Insertion of SnCl<sub>2</sub> into the Pd-Cl bond: mechanistic elucidation and antitumor evaluation of trichlorostannyl palladium-NHC allyl complexes in ovarian cancer models.

Dalton transactions (Cambridge, England : 2003)·2026
Same author

Macromolecular crystallography at Elettra: current and future perspectives. Corrigendum.

Journal of synchrotron radiation·2026

Related Experiment Video

Updated: Mar 22, 2026

Electroactive Polymer Nanoparticles Exhibiting Photothermal Properties
10:16

Electroactive Polymer Nanoparticles Exhibiting Photothermal Properties

Published on: January 8, 2016

14.4K

Extended O-Doped Polycyclic Aromatic Hydrocarbons.

Daphné Stassen1, Nicola Demitri2, Davide Bonifazi3,4,5

  • 1Namur Research College (NARC), Department of Chemistry, University of Namur (UNamur), Rue de Bruxelles 61, Namur, 5000, Belgium.

Angewandte Chemie (International Ed. in English)
|April 11, 2016
PubMed
Summary
This summary is machine-generated.

Researchers synthesized novel O-doped benzorylenes for the first time, achieving planarization through intramolecular C-O bond formation. The tetraoxa derivative exhibits favorable π-π stacking for organic electronic applications.

Keywords:
coppercyclizationmacromoleculesnanostructuressupramolecular chemistry

More Related Videos

Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes
05:48

Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes

Published on: November 21, 2017

8.7K
Using Cyclic Voltammetry, UV-Vis-NIR, and EPR Spectroelectrochemistry to Analyze Organic Compounds
11:44

Using Cyclic Voltammetry, UV-Vis-NIR, and EPR Spectroelectrochemistry to Analyze Organic Compounds

Published on: October 18, 2018

27.8K

Related Experiment Videos

Last Updated: Mar 22, 2026

Electroactive Polymer Nanoparticles Exhibiting Photothermal Properties
10:16

Electroactive Polymer Nanoparticles Exhibiting Photothermal Properties

Published on: January 8, 2016

14.4K
Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes
05:48

Controlled Photoredox Ring-Opening Polymerization of O-Carboxyanhydrides Mediated by Ni/Zn Complexes

Published on: November 21, 2017

8.7K
Using Cyclic Voltammetry, UV-Vis-NIR, and EPR Spectroelectrochemistry to Analyze Organic Compounds
11:44

Using Cyclic Voltammetry, UV-Vis-NIR, and EPR Spectroelectrochemistry to Analyze Organic Compounds

Published on: October 18, 2018

27.8K

Area of Science:

  • Organic Chemistry
  • Materials Science
  • Supramolecular Chemistry

Background:

  • Benzorylenes are polycyclic aromatic hydrocarbons with potential applications in organic electronics.
  • Achieving planar structures in benzorylene derivatives is crucial for optimizing electronic properties.
  • Incorporating heteroatoms like oxygen can modify the electronic and structural characteristics of organic molecules.

Purpose of the Study:

  • To report the first successful synthesis of O-doped benzorylenes.
  • To investigate the stepwise planarization of oligonaphthalenes via intramolecular C-O bond formation.
  • To explore the solid-state properties of O-doped benzorylenes for potential use in organic electronics.

Main Methods:

  • Novel synthetic strategies involving high-yielding ring-closure steps.
  • Intramolecular C-O bond formation for stepwise planarization.
  • Single-crystal X-ray diffraction for structural analysis.

Main Results:

  • Successful synthesis of O-doped benzorylenes achieved.
  • Stepwise planarization of oligonaphthalenes demonstrated.
  • Tetraoxa derivative exhibited remarkable face-to-face π-π stacking in the solid state.

Conclusions:

  • The developed synthetic route provides access to a new class of O-doped benzorylenes.
  • The observed π-π stacking in the tetraoxa derivative suggests potential for organic electronic devices.
  • This work opens new avenues for designing functional organic materials with tailored electronic properties.