関連する実験動画

Updated: Jul 6, 2026

Self-assembly of Complex Two-dimensional Shapes from Single-stranded DNA Tiles
10:23

Self-assembly of Complex Two-dimensional Shapes from Single-stranded DNA Tiles

Published on: May 8, 2015

コバルト媒介 [2 + 2 + 2]サイクロアディションによるマクロサイクル合成

Llorente V R Boñaga1, Han-Cheng Zhang, Alessandro F Moretto

  • 1Drug Discovery, Johnson & Johnson Pharmaceutical, Research & Development, Spring House, Pennsylvania 19477-0776, USA.

Journal of the American Chemical Society
|March 10, 2005
PubMed
まとめ

この研究では,アルファ・オメガ・ダイネスからコバルト触媒によるマクロサイクル形成の詳細が示されています. 条件の改善により,ピリジンを含むマクロサイクルの効率的な合成が可能になり,有機化学者に柔軟なアプローチを提供します.

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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.
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[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.
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Conjugate Addition (1,4-Addition) vs Direct Addition (1,2-Addition)

α,β-Unsaturated carbonyl compounds with two electrophilic sites, the carbonyl carbon, and the β carbon, are susceptible to nucleophilic attack via two modes: conjugate or 1,4-addition and direct or 1,2-addition.
Conjugate addition results in a thermodynamically stable product. The reaction retains the stronger C=O bond at the expense of the weaker C=C π bond. The process is slow as the β carbon is less electrophilic than the carbonyl carbon.
Direct addition products are formed faster owing to...
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Cycloaddition Reactions: MO Requirements for Thermal Activation

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Consecutive Reactions

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