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Related Concept Videos

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

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

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...
Olefin Metathesis Polymerization: Overview01:13

Olefin Metathesis Polymerization: Overview

Recently, the development of olefin metathesis polymerization advanced the field of polymer synthesis. Simply put, the reorganization of substituents on their double bonds between two olefins in the presence of a catalyst is known as the olefin metathesis reaction. The use of metathesis reaction for polymer synthesis is called olefin metathesis polymerization.
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
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.
Cycloaddition Reactions: Overview01:16

Cycloaddition Reactions: Overview

Cycloadditions are one of the most valuable and effective synthesis routes to form cyclic compounds. These are concerted pericyclic reactions between two unsaturated compounds resulting in a cyclic product with two new σ bonds formed at the expense of π bonds. The [4 + 2] cycloaddition, known as the Diels–Alder reaction, is the most common. The other example is a [2 + 2] cycloaddition.
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.

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Related Experiment Video

Updated: Jun 8, 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

Shape-persistent arylenevinylene macrocycles (AVMs) prepared via acyclic diene metathesis macrocyclization (ADMAC).

Yinghua Jin1, Aibo Zhang, Yongshun Huang

  • 1Department of Chemistry and Biochemistry, University of Colorado, Boulder, CO 80309, USA.

Chemical Communications (Cambridge, England)
|October 1, 2010
PubMed
Summary

Shape-persistent arylenevinylene macrocycles were synthesized in one step using olefin metathesis. These macrocycles exhibit aggregation behavior and form nanofibrils, indicating potential for novel nanomaterials.

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Published on: April 22, 2016

Area of Science:

  • Organic Chemistry
  • Materials Science
  • Supramolecular Chemistry

Background:

  • Arylenevinylene macrocycles (AVMs) are important in materials science due to their unique photophysical properties.
  • Controlling the self-assembly and aggregation of macrocycles is crucial for developing advanced functional materials.

Purpose of the Study:

  • To develop a facile and efficient method for synthesizing shape-persistent arylenevinylene macrocycles (AVMs).
  • To investigate the aggregation behavior and self-assembly properties of the synthesized AVMs.
  • To explore the potential of AVMs in forming nanostructures.

Main Methods:

  • One-step synthesis of AVMs via olefin metathesis of aromatic diene monomers.
  • Characterization using Nuclear Magnetic Resonance (1H NMR) spectroscopy.
  • Spectroscopic analysis including UV-Vis absorption and fluorescence spectroscopy.
  • Morphological characterization using Scanning Electron Microscopy (SEM).

Main Results:

  • Successful preparation of shape-persistent AVMs in good yields.
  • Demonstration of aggregation behavior through spectroscopic studies.
  • Observation of nanofibril formation by AVMs via SEM, indicating self-assembly into ordered nanostructures.

Conclusions:

  • Olefin metathesis provides an efficient route to shape-persistent AVMs.
  • The synthesized AVMs exhibit controllable aggregation and self-assembly.
  • AVMs have potential for fabrication of novel organic nanomaterials.