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

Diels–Alder vs Retro-Diels–Alder Reaction: Thermodynamic Factors01:31

Diels–Alder vs Retro-Diels–Alder Reaction: Thermodynamic Factors

The Diels–Alder reaction is thermally reversible, meaning that the reaction reverts to the starting diene and dienophile under suitable temperatures. The forward reaction gives a cyclohexene derivative and is favored at low to medium temperatures. The reverse process, also called retro-Diels–Alder reaction, is a ring-opening process favored at high temperatures.
[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.
Polymer Classification: Stereospecificity01:26

Polymer Classification: Stereospecificity

Polymerization generates chiral centers along the entire backbone of a polymer chain. Accordingly, the stereochemistry of the substituent group has a significant effect on polymer properties. Polymers formed from monosubstituted alkene monomers feature chiral carbons at every alternate position in the polymer backbone. Relative to the predominant orientation of substituents at the adjacent chiral carbons, the polymer can exist in three different configurations: isotactic, syndiotactic, and...
Diels–Alder Reaction: Characteristics of Dienes01:29

Diels–Alder Reaction: Characteristics of Dienes

The Diels–Alder reaction brings together a diene and a dienophile to form a six-membered ring. Both components have unique characteristics that influence the rate of the reaction.
Characteristics of the diene
Conformation
The simplest example of a diene is 1,3-butadiene, an acyclic conjugated π system. At room temperature, the molecule exists as a mixture of s-cis and s-trans conformers by virtue of rotation around the carbon–carbon single bond. Although the s-trans isomer is more stable, the...
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.
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)00:53

Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)

Acyclic diene metathesis polymerization or ADMET polymerization involves cross-metathesis of terminal dienes, such as 1,8-nonadiene, to give linear unsaturated polymer and ethylene. As ADMET is a reversible process, the formed ethylene gas must be removed from the reaction mixture to complete the polymerization process.
Similar to cross-metathesis, ADMET also involves the formation of metallacyclobutane intermediate by [2+2] cycloaddition of one of the double bonds of a terminal diene with...

You might also read

Related Articles

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

Sort by
Same author

Competition-driven selection in covalent dynamic networks and implementation in organic reactional selectivity.

Chemical science·2018
Same author

Selective suppression of excessive GluN2C expression rescues early epilepsy in a tuberous sclerosis murine model.

Nature communications·2014
Same author

Core-shell inversion by pH modulation in dynamic covalent micelles.

Soft matter·2014
Same author

Increasing the oxygen load by treatment with myo-inositol trispyrophosphate reduces growth of colon cancer and modulates the intestine homeobox gene Cdx2.

Oncogene·2012
Same author

Single-molecule transport in three-terminal devices.

Journal of physics. Condensed matter : an Institute of Physics journal·2011
Same author

Rodlike complexes of a polyelectrolyte (hyaluronan) and a protein (lysozyme) observed by SANS.

Biomacromolecules·2011

Related Experiment Video

Updated: Jun 26, 2026

Synthesis of Terpolymers at Mild Temperatures Using Dynamic Sulfur Bonds in Poly(S-Divinylbenzene)
09:16

Synthesis of Terpolymers at Mild Temperatures Using Dynamic Sulfur Bonds in Poly(S-Divinylbenzene)

Published on: May 20, 2019

Room temperature dynamic polymers based on Diels-Alder chemistry.

P Reutenauer1, E Buhler, P J Boul

  • 1Laboratoire de Chimie Supramoléculaire, ISIS, Université de Strasbourg, 8 allée Gaspard Monge, 67000 Strasbourg, France.

Chemistry (Weinheim an Der Bergstrasse, Germany)
|January 10, 2009
PubMed
Summary

New dynamic polymers using reversible Diels-Alder chemistry form flexible chains and can create self-healing elastomers. These materials exhibit dynamic exchange at room temperature, enabling novel applications.

More Related Videos

The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry
07:02

The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry

Published on: August 25, 2016

Fabricating Degradable Thermoresponsive Hydrogels on Multiple Length Scales via Reactive Extrusion, Microfluidics, Self-assembly, and Electrospinning
12:07

Fabricating Degradable Thermoresponsive Hydrogels on Multiple Length Scales via Reactive Extrusion, Microfluidics, Self-assembly, and Electrospinning

Published on: April 16, 2018

Related Experiment Videos

Last Updated: Jun 26, 2026

Synthesis of Terpolymers at Mild Temperatures Using Dynamic Sulfur Bonds in Poly(S-Divinylbenzene)
09:16

Synthesis of Terpolymers at Mild Temperatures Using Dynamic Sulfur Bonds in Poly(S-Divinylbenzene)

Published on: May 20, 2019

The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry
07:02

The Preparation and Properties of Thermo-reversibly Cross-linked Rubber Via Diels-Alder Chemistry

Published on: August 25, 2016

Fabricating Degradable Thermoresponsive Hydrogels on Multiple Length Scales via Reactive Extrusion, Microfluidics, Self-assembly, and Electrospinning
12:07

Fabricating Degradable Thermoresponsive Hydrogels on Multiple Length Scales via Reactive Extrusion, Microfluidics, Self-assembly, and Electrospinning

Published on: April 16, 2018

Area of Science:

  • Polymer Chemistry
  • Materials Science
  • Supramolecular Chemistry

Background:

  • Reversible covalent chemistry offers pathways to dynamic materials.
  • Diels-Alder reactions are widely studied for their reversibility.

Purpose of the Study:

  • To synthesize and characterize dynamers utilizing reversible Diels-Alder chemistry.
  • To investigate the solution behavior and thermal properties of these dynamers.
  • To explore their potential as dynamic elastomers and self-healing materials.

Main Methods:

  • Synthesis of dynamers via reversible Diels-Alder reactions.
  • Small-angle neutron scattering (SANS) for solution structure analysis.
  • Differential scanning calorimetry (DSC) for thermal property determination (Tg).

Main Results:

  • Dynamers exhibited dynamic exchange at room temperature.
  • SANS revealed the formation of long, flexible polymer chains in solution.
  • Polydispersed dynamers showed glass transition temperatures (Tg) below room temperature.
  • Dynamic cross-linking enabled the formation of a dynamic elastomer.
  • A low equilibrium constant system demonstrated self-healing properties.

Conclusions:

  • Reversible Diels-Alder chemistry is effective for creating dynamic polymers.
  • These dynamers can form flexible chain structures and dynamic elastomers.
  • The materials show promise for applications requiring self-healing capabilities.