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Cycloaddition Reactions: Overview01:16

Cycloaddition Reactions: Overview

2.5K
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.
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Cycloaddition Reactions: MO Requirements for Thermal Activation01:16

Cycloaddition Reactions: MO Requirements for Thermal Activation

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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.
3.5K
Cycloaddition Reactions: MO Requirements for Photochemical Activation01:12

Cycloaddition Reactions: MO Requirements for Photochemical Activation

2.0K
Some cycloaddition reactions are activated by heat, while others are initiated by light. For example, a [2 + 2] cycloaddition between two ethylene molecules occurs only in the presence of light. It is photochemically allowed but thermally forbidden.
2.0K
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction01:16

[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction

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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.
9.9K
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation01:27

Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation

2.1K
Robinson annulation is a base-catalyzed reaction for the synthesis of 2-cyclohexenone derivatives from 1,3-dicarbonyl donors (such as cyclic diketones, β-ketoesters, or β-diketones) and α,β-unsaturated carbonyl acceptors. Named after Sir Robert Robinson, who discovered it, this reaction yields a six-membered ring with three new C–C bonds (two σ bonds and one π bond).
2.1K
Pericyclic Reactions: Introduction01:17

Pericyclic Reactions: Introduction

8.2K
Pericyclic reactions are organic reactions that occur via a concerted mechanism without generating any intermediates. The reactions proceed through the movement of electrons in a closed loop to form a cyclic transition state, where rearrangement of the σ and π bonds yields specific products.
Pericyclic reactions can be classified into three categories: electrocyclic reactions, cycloaddition reactions, and sigmatropic rearrangements. Electrocyclic reactions and sigmatropic...
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Designed Synthesis of Covalent Organic Multicycles.

Tong Yang1, Qian Gao1, Xue-Hui Liu1

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New covalent organic multicycles (COMs) with tricyclic structures were synthesized. These soluble COMs show excellent iodine adsorption and can be easily processed into films.

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Area of Science:

  • Materials Science
  • Organic Chemistry
  • Supramolecular Chemistry

Background:

  • Covalent organic multicycles (COMs) are advanced porous materials.
  • Designing COMs with specific structures and properties is crucial for applications.

Purpose of the Study:

  • To design and synthesize novel covalent organic multicycles (COMs).
  • To investigate the adsorption capabilities of these COMs for iodine.
  • To explore the film-forming properties of COMs.

Main Methods:

  • Synthesis of COMs using rigid Y-shaped and U-shaped building blocks.
  • Characterization of COM structure and solubility.
  • Adsorption studies for iodine in vapor and liquid phases.
  • Fabrication of COMs films using spin coating.

Main Results:

  • Precisely structured tricyclic COMs were successfully synthesized.
  • The synthesized COMs exhibit high solubility in common solvents.
  • COMs demonstrated effective adsorption of iodine from vapor and liquid.
  • Uniform COMs films were fabricated via solution processing.

Conclusions:

  • Novel COMs with tricyclic structures were developed.
  • These COMs possess excellent iodine adsorption properties.
  • Solution processability enables facile film fabrication for potential applications.