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

[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement01:21

[3,3] Sigmatropic Rearrangement of 1,5-Dienes: Cope Rearrangement

The Cope rearrangement is classified as a [3,3] sigmatropic shift in 1,5-dienes, leading to a more stable, isomeric 1,5-diene. The reaction involves a concerted movement of six electrons, four from two π bonds and two from a σ bond, via an energetically favorable chair-like transition state.
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction01:16

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

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.
Diels–Alder Reaction Forming Cyclic Products: Stereochemistry01:28

Diels–Alder Reaction Forming Cyclic Products: Stereochemistry

The Diels–Alder reaction is one of the robust methods for synthesizing unsaturated six-membered rings. The reaction involves a concerted cyclic movement of six π electrons: four π electrons from the diene and two π electrons from the dienophile.
Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry01:29

Diels–Alder Reaction Forming Bridged Bicyclic Products: Stereochemistry

Diels–Alder reactions between cyclic dienes locked in an s-cis configuration and dienophiles yield bridged bicyclic products.
Disubstituted Cyclohexanes: cis-trans Isomerism02:37

Disubstituted Cyclohexanes: cis-trans Isomerism

Depending upon the different spatial orientation of the substituents, the disubstituted cycloalkanes exhibit two types of stereoisomers. The cis isomers have the substituents on the same side of the ring, whereas the trans isomers have the substituents on the opposite sides. These stereoisomers exhibit different physical properties and cannot be interconverted without breaking the carbon-carbon bonds.
In cyclohexane, the substituents can occupy different positions generating distinct isomers.
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation01:27

Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation

Robinson annulation is a base-catalyzed reaction for the synthesis of 2-cyclohexenone derivatives from 1,3-dicarbonyl donors (such as cyclic diketones, β-ketoesters, or β-diketones) and α,β-unsaturated carbonyl acceptors. Named after Sir Robert Robinson, who discovered it, this reaction yields a six-membered ring with three new C–C bonds (two σ bonds and one π bond).

You might also read

Related Articles

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

Sort by
Same author

Thiaheptapyrrin and Thiatetrapyrrin Armed p-Phenylene-Bridged Norrole as NIR-II Dyes: Photothermal Behavior Effectively Enhanced by Protonation and Deprotonation.

Chemistry, an Asian journal·2026
Same author

Multi-Stimuli-Responsive Mechanoluminescent Manganese Halide Toward External-Light-Free Photochemistry.

Angewandte Chemie (International ed. in English)·2026
Same author

Isotopic H<sub>2</sub> and NH<sub>4</sub><sup>+</sup> supplementation enhances volatile fatty acid and microbial protein synthesis during in vitro rumen fermentation.

BMC microbiology·2026
Same author

M2 macrophage-derived exosomes deliver NGF-modified mRNA to promote comprehensive corneal repair.

Journal of controlled release : official journal of the Controlled Release Society·2026
Same author

Demodulation of a fiber Fabry-Perot sensor by a speckle-based silicon chip.

Applied optics·2026
Same author

Electric-Field-Driven Dual-Pathway Click Coupling of Phenothiazines and Amines in Aqueous Microdroplets.

Journal of the American Chemical Society·2026

Related Experiment Video

Updated: Jun 16, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
09:35

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

Masked-Diene Strategy for Constructing Aromatic Ring-Fused Corroles: SOMO(cor)-HOMO(cor) Inversion.

Zhaowen Ye1, Mengyi Hu1, Danni Gong1

  • 1Key Laboratory for Advanced Materials, School of Chemistry & Molecular Engineering, East China University of Science & Technology, Meilong 130, Shanghai 200237, China.

Organic Letters
|June 13, 2026
PubMed
Summary
This summary is machine-generated.

Researchers developed a new method to synthesize aromatic ring-fused corroles, enhancing their light absorption and electronic properties. This breakthrough offers high yields and novel electronic behaviors in these important molecules.

More Related Videos

Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
07:12

Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions

Published on: July 17, 2020

Solid-phase Synthesis of [4.4] Spirocyclic Oximes
05:15

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

Related Experiment Videos

Last Updated: Jun 16, 2026

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units
09:35

Preparation of a Corannulene-functionalized Hexahelicene by Copper(I)-catalyzed Alkyne-azide Cycloaddition of Nonplanar Polyaromatic Units

Published on: September 18, 2016

Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions
07:12

Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions

Published on: July 17, 2020

Solid-phase Synthesis of [4.4] Spirocyclic Oximes
05:15

Solid-phase Synthesis of [4.4] Spirocyclic Oximes

Published on: February 6, 2019

Area of Science:

  • Organic Chemistry
  • Materials Science
  • Photochemistry

Background:

  • Corroles are macrocyclic compounds with unique electronic and optical properties.
  • Developing efficient synthetic routes to functionalized corroles is crucial for their applications.
  • Aromatic ring fusion can significantly alter corrole characteristics.

Purpose of the Study:

  • To develop a novel synthetic method for aromatic ring-fused corroles.
  • To investigate the impact of peripheral aromatic fusion on corrole properties.
  • To explore the electronic configurations and ground states of these novel corroles.

Main Methods:

  • A "cycloaddition-metalation-oxidation" strategy was employed.
  • Sulfolenocorrole (masked corrole-diene) served as the key precursor.
  • Spectroscopic and computational methods were used to characterize the products.

Main Results:

  • A new method for synthesizing aromatic ring-fused corroles was established with yields up to 86%.
  • Peripheral fusion enhanced long-wavelength absorption.
  • Open-shell singlet ground states were observed, exhibiting SOMO(cor)-HOMO(cor) inversion.

Conclusions:

  • The developed method provides efficient access to novel aromatic ring-fused corroles.
  • Aromatic fusion tunes optical and electronic properties, including ground-state configurations.
  • The observed electronic inversion in open-shell singlet states offers new avenues for corrole research.