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Related Concept Videos

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...
Test Cross01:39

Test Cross

Alleles are different forms of the same gene. Humans and other diploid organisms inherit two alleles of every gene, one from each parent.
Test Cross01:39

Test Cross

Alleles are different forms of the same gene. Humans and other diploid organisms inherit two alleles of every gene, one from each parent.
Crossed Aldol Reaction Using Strong Bases: Directed Aldol Reaction00:56

Crossed Aldol Reaction Using Strong Bases: Directed Aldol Reaction

The reaction between two different carbonyl compounds comprising α hydrogen in the presence of a strong base like lithium diisopropylamide (LDA) to form a crossed aldol product is known as a directed aldol reaction. The directed aldol reaction is depicted in Figure 1.
Crossed Aldol Reactions: Overview01:04

Crossed Aldol Reactions: Overview

Crossed aldol addition is the reaction between two different carbonyl compounds under acidic or basic conditions. Here, both the carbonyl compounds function as nucleophiles and electrophiles. As shown in Figure 1, such a reaction yields a mixture of products, two of which are formed via self-condensation, while the remaining two are formed via crossed-condensation. Without adjustment, the reaction's usefulness in organic chemistry is decreased.
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...

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Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions
11:44

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-(phosphinetriyl)tripiperidine]}palladium Under Mild Reaction Conditions

Published on: March 20, 2014

Two-directional cross-metathesis.

Annabella F Newton1, Stephen J Roe, Jean-Christophe Legeay

  • 1School of Chemistry, University of Nottingham, Nottingham, NG7 2RD, UK.

Organic & Biomolecular Chemistry
|May 23, 2009
PubMed
Summary
This summary is machine-generated.

This study details a new two-directional cross-metathesis reaction. The process efficiently creates E,E-dienes for chain elongation with high selectivity and yield.

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Published on: April 4, 2014

Area of Science:

  • Organic Chemistry
  • Catalysis
  • Synthetic Methodology

Background:

  • Olefin metathesis is a powerful tool in organic synthesis.
  • Developing selective and efficient cross-metathesis reactions remains an active area of research.

Purpose of the Study:

  • To develop a general and highly selective two-directional cross-metathesis protocol.
  • To enable efficient chain elongation using readily available starting materials.

Main Methods:

  • Employing two-directional cross-metathesis between alpha,omega dienes and electron-deficient alkenes.
  • Utilizing catalytic conditions to promote the reaction.

Main Results:

  • The reaction proceeds with high yields and complete selectivity for E,E-dienes.
  • The protocol demonstrates broad substrate scope and generality.
  • Successful two-directional chain elongation was achieved.

Conclusions:

  • The developed two-directional cross-metathesis is a valuable and high-yielding synthetic method.
  • This protocol offers a robust route for synthesizing complex molecules with controlled stereochemistry.