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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...
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...
Nucleophilic Aromatic Substitution: Addition–Elimination (SNAr)01:30

Nucleophilic Aromatic Substitution: Addition–Elimination (SNAr)

Nucleophilic substitution in aromatic compounds is feasible in substrates bearing strong electron-withdrawing substituents positioned ortho or para to the leaving group. The reaction proceeds via two steps: the addition of the nucleophile and the elimination of the leaving group.
The reaction begins with an attack of the nucleophile on the carbon that holds the leaving group. This results in the delocalization of the π electrons over the ring carbons. The resonance interaction between the...
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.
Nucleophilic Aromatic Substitution: Elimination–Addition01:11

Nucleophilic Aromatic Substitution: Elimination–Addition

Simple aryl halides do not react with nucleophiles. However, nucleophilic aromatic substitutions can be forced under certain conditions, such as high temperatures or strong bases. The mechanism of substitution under such conditions involves the highly unstable and reactive benzyne intermediate. Benzyne contains equivalent carbon centers at both ends of the triple bond, each of which is equally susceptible to nucleophilic attack. This 50–50 distribution of products is confirmed through isotopic...

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Synthesis of a Water-soluble Metal&#8211;Organic Complex Array
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Published on: October 8, 2016

Access to multinuclear salen complexes using olefin metathesis.

Robert M Haak1, Ana M Castilla, Marta Martínez Belmonte

  • 1Institute of Chemical Research of Catalonia (ICIQ), Av. Països Catalans 16, 43007, Tarragona, Spain.

Dalton Transactions (Cambridge, England : 2003)
|February 5, 2011
PubMed
Summary
This summary is machine-generated.

Olefin metathesis enables the synthesis of multimetallic salen complexes. This method efficiently creates dimetallic and tetranuclear structures for catalysis and supramolecular chemistry.

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Area of Science:

  • Organometallic Chemistry
  • Polymer Chemistry
  • Catalysis

Background:

  • Schiff base complexes, particularly salen-based structures, are important in catalysis and supramolecular chemistry.
  • Developing efficient methods for constructing multimetallic systems is crucial for advancing these fields.

Purpose of the Study:

  • To explore the utility of olefin metathesis for synthesizing multimetallic salen-based structures.
  • To investigate the controlled formation of dimetallic species, oligomers, and macrocycles using this approach.

Main Methods:

  • Utilizing mono- and diallyl-functionalized metallosalen complexes.
  • Employing olefin metathesis for direct coupling reactions.
  • Investigating the effect of concentration on product distribution (dimers vs. oligomers).
  • Performing transmetalation reactions to introduce diverse metal centers.

Main Results:

  • Direct metathesis coupling of metallosalen complexes yields dimetallic species or oligomers.
  • High concentrations favor di-Ni species, while dilute conditions promote cyclic oligomers.
  • Transmetalation of a di-Zn(salphen) product generates diverse dimetallic salens.
  • A tetranuclear Zn(4) macrocycle was synthesized using metathesis-derived building blocks.

Conclusions:

  • Olefin metathesis provides a facile and versatile route to multimetallic Schiff base complexes.
  • The developed methods allow for the construction of multi-centered complexes with potential catalytic and supramolecular applications.