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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...
[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.
Cycloaddition Reactions: MO Requirements for Thermal Activation01:16

Cycloaddition Reactions: MO Requirements for Thermal Activation

Thermal cycloadditions are reactions where the source of activation energy needed to initiate the reaction is provided in the form of heat. A typical example of a thermally-allowed cycloaddition is the Diels–Alder reaction, which is a [4 + 2] cycloaddition. In contrast, a [2 + 2] cycloaddition is thermally forbidden.
Polymers02:34

Polymers

The word polymer is derived from the Greek words “poly” which means “many” and “mer” which means “parts”. Polymers are long chains of molecules composed of repeating units of smaller molecules, known as monomers. They either occur naturally, such as DNA and proteins, or can be constructed synthetically, like plastics. They have varied structural characteristics, such as linear chains, branched chains, or complex networks, that contribute to the properties that they exhibit. Additionally,...
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.
Structure of Conjugated Dienes01:16

Structure of Conjugated Dienes

Introduction
Conjugated dienes are compounds characterized by the presence of alternating double and single bonds. In a conjugated system like 1,3-butadiene, the unhybridized 2p orbital on each carbon overlaps continuously, allowing the π electrons to be delocalized across the entire molecule. In contrast, this type of overlap does not occur in cumulated and isolated dienes, such as 2,3-pentadiene and 1,4-pentadiene, respectively. Instead, the π electrons remain localized between the double...

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Updated: May 25, 2026

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly
09:34

Synthesis of Information-bearing Peptoids and their Sequence-directed Dynamic Covalent Self-assembly

Published on: February 6, 2020

Ternary resin-bound Dynamic Combinatorial Chemistry.

Anna V Gromova1, Joseph M Ciszewski, Benjamin L Miller

  • 1Department of Dermatology, University of Rochester Medical Center, Rochester, New York, USA.

Chemical Communications (Cambridge, England)
|January 14, 2012
PubMed
Summary
This summary is machine-generated.

Simultaneous orthogonal exchange reactions expand diversity in Dynamic Combinatorial Chemistry (DCC). This study shows resin-bound DCC can generate and analyze diverse chemical libraries.

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Published on: January 14, 2020

Area of Science:

  • Organic Chemistry
  • Medicinal Chemistry
  • Chemical Biology

Background:

  • Dynamic Combinatorial Chemistry (DCC) enables the creation of diverse molecular libraries.
  • Simultaneous orthogonal exchange reactions offer enhanced control over library composition.
  • Expanding DCC methodologies is crucial for drug discovery and materials science.

Purpose of the Study:

  • To demonstrate the transferability of simultaneous orthogonal exchange chemistries to resin-bound systems.
  • To showcase the potential for generating structurally diverse libraries using this approach.
  • To facilitate the analysis of complex, resin-bound chemical libraries.

Main Methods:

  • Implementation of simultaneous orthogonal exchange reactions on solid supports.
  • Development of protocols for resin-bound Dynamic Combinatorial Chemistry.
  • Analytical techniques for characterizing diverse, resin-bound libraries.

Main Results:

  • Successful application of simultaneous orthogonal exchange reactions to resin-bound DCC.
  • Demonstration of increased numerical and structural diversity in generated libraries.
  • Proof-of-concept for efficient library generation and analysis on solid phase.

Conclusions:

  • Simultaneous orthogonal exchange chemistries are effectively transferable to resin-bound DCC.
  • This methodology significantly enhances the structural diversity of accessible chemical libraries.
  • Resin-bound DCC offers a powerful platform for generating and analyzing complex molecular libraries.