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

Free-Radical Chain Reaction and Polymerization of Alkenes02:35

Free-Radical Chain Reaction and Polymerization of Alkenes

8.2K
The conversion of alkenes to macromolecules called polymers is a reaction of high commercial importance. The structure of the polymer is defined by a repeating unit, while the terminal groups are considered insignificant. The average degree of polymerization represents the number of repeating units in the polymer molecule and is denoted by the subscript n.
8.2K
[3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement01:24

[3,3] Sigmatropic Rearrangement of Allyl Vinyl Ethers: Claisen Rearrangement

2.2K
The Claisen rearrangement is a [3,3] sigmatropic rearrangement of allyl vinyl ethers to unsaturated carbonyl compounds. The rearrangement is a concerted pericyclic reaction proceeding via a chair-like transition state.
2.2K
Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)00:53

Olefin Metathesis Polymerization: Acyclic Diene Metathesis (ADMET)

2.0K
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...
2.0K
Radical Substitution: Allylic Bromination01:27

Radical Substitution: Allylic Bromination

5.5K
In organic synthesis, the formation of products can be altered by changing the reaction conditions. For example, a dibromo addition product is formed when propene is treated with bromine at room temperature. In contrast, propene undergoes allylic substitution in non-polar solvents at high temperatures to give 3-bromopropene. In order to avoid the addition reaction, the bromine concentration must be kept as low as possible throughout the reaction. This can be achieved using N-bromosuccinimide...
5.5K
Preparation of Alkynes: Alkylation Reaction02:27

Preparation of Alkynes: Alkylation Reaction

10.7K
Introduction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.
10.7K
Anionic Chain-Growth Polymerization: Overview01:20

Anionic Chain-Growth Polymerization: Overview

2.2K
The polymerization process that involves carbanion as an intermediate is called anionic polymerization. It is also a type of addition or chain-growth polymerization. Anionic polymerization gets initiated by a strong nucleophile such as an organolithium or a Grignard reagent. The most commonly used initiator for anionic polymerization is butyl lithium. Monomers involved in anionic polymerization must possess a vinyl group bonded to one or two electron-withdrawing groups. For instance,...
2.2K

You might also read

Related Articles

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

Sort by
Same author

Polyalkenamers as Drop-In Additives for Ring-Opening Metathesis Polymerization: A Promising Upcycling Paradigm.

Journal of the American Chemical Society·2024
Same author

Macromolecular Photoediting Using Single-Electron Logic.

ACS macro letters·2023
Same author

Controlled Polymerization of β-Pinadiene: Accessing Unusual Polymer Architectures with Biomass-Derived Monomers.

ACS macro letters·2022
Same author

Electroediting of Soft Polymer Backbones.

Journal of the American Chemical Society·2022
Same author

Synthesis and Reactivity of Metallocarbene-Containing Polymers.

Journal of the American Chemical Society·2019
Same journal

Multitargeted Degradation of Cell Surface Receptors by Modular Glyco-Nanosheets.

ACS macro letters·2026
Same journal

Vinyl Ether Maleic Anhydride Copolymers: Efficient and Reusable Sorbents for Removing Heavy Metals from Water.

ACS macro letters·2026
Same journal

Topology-Preserving Elastic Deformation Augmentation Enables Robust Defect Detection in Data-Scarce Industrial Imagery.

ACS macro letters·2026
Same journal

Flexible Porous Organic Polymers with α,β-Enone-Linkage via AlCl<sub>3</sub>-Catalyzed Horner-Wadsworth-Emmons Polymerization for Pd Recovery.

ACS macro letters·2026
Same journal

Light-Controlled Topology Switching Enables Continuous Modulation of Thermally Induced Phase Behavior in Polymer Solutions.

ACS macro letters·2026
Same journal

Correction to "Light-Induced Transformation from Covalent to Supramolecular Polymer Networks".

ACS macro letters·2026
See all related articles

Related Experiment Video

Updated: Sep 22, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
06:46

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

Published on: June 21, 2017

7.5K

General Access to Allene-Containing Polymers Using the Skattebøl Rearrangement.

Nicholas J Galan1, Johnathan N Brantley1

  • 1Department of Chemistry, University of Tennessee, 1416 Circle Drive, Knoxville, Tennessee 37996, United States.

ACS Macro Letters
|May 26, 2022
PubMed
Summary
This summary is machine-generated.

Researchers developed a new method to synthesize polyallenes, a class of polymers previously difficult to create. This breakthrough enables versatile postsynthetic modification for advanced soft materials.

More Related Videos

A Simple and Efficient Protocol for the Catalytic Insertion Polymerization of Functional Norbornenes
09:08

A Simple and Efficient Protocol for the Catalytic Insertion Polymerization of Functional Norbornenes

Published on: February 27, 2017

10.6K
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

11.6K

Related Experiment Videos

Last Updated: Sep 22, 2025

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
06:46

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

Published on: June 21, 2017

7.5K
A Simple and Efficient Protocol for the Catalytic Insertion Polymerization of Functional Norbornenes
09:08

A Simple and Efficient Protocol for the Catalytic Insertion Polymerization of Functional Norbornenes

Published on: February 27, 2017

10.6K
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

11.6K

Area of Science:

  • Polymer Chemistry
  • Materials Science

Background:

  • Postsynthetic modification is key for tuning soft material properties.
  • Modifying polymer backbones is challenging due to a lack of reactive main-chain motifs.
  • Allenes offer potential for diverse postsynthetic modifications but their synthesis is difficult.

Purpose of the Study:

  • To establish a facile route for synthesizing polyallenes.
  • To overcome limitations in postsynthetic modification of polymer backbone structures.
  • To explore the potential of polyallenes as functional soft materials.

Main Methods:

  • Utilized the Skattebøl rearrangement.
  • Employed norbornene metathesis polymers as a model system.
  • Synthesized polymers with varying allene content (20-95%).

Main Results:

  • Achieved facile synthesis of polyallenes via Skattebøl rearrangement.
  • Prepared polymers in excellent yields (89-94%) with tunable allene content.
  • Demonstrated that the resulting polyallenes possess unique optical properties.

Conclusions:

  • Polyallenes can be readily synthesized using the Skattebøl rearrangement.
  • These polyallenes are amenable to further postsynthetic modifications.
  • Polyallenes represent a promising platform for developing novel functional soft materials.