从黄瓜中合成卡泰和罗塔[6]uril-Mediated Azide-Alkyne 循环添加
Yuen Cheong Tse1, Ho Yu Au-Yeung1,2
1Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, P. R. China.
Chemistry, an Asian journal
|July 17, 2023
概括
库库比特[6]uril (CB[6]) 通过模拟和催化反应推进机械互锁分子 (MIM) 合成. 本综述侧重于CB[6] - 催化的化-基环添加,用于创建复杂的基和基.
科学领域:
- 超分子化学 超分子化学
- 有机合成 有机合成
- 材料科学 材料科学 材料科学
背景情况:
- 机械互锁分子 (MIMs) 由于它们的机械键,具有独特的特性.
- 有效的合成对于释放MIMs (如catenane和rotaxanes) 的潜力至关重要.
- 传统的MIM合成涉及复杂的预组织和共价键形成策略.
研究的目的:
- 通过使用库库比特[6]uril (CB[6]) 检查卡特纳和罗塔克桑的合成.
- 突出CB[6]在MIM构建的模板和催化中的双重作用.
- 讨论通过CB[6]催化化酸循环添加复杂[n]rotaxanes和[n]catenanes的合成策略.
主要方法:
- 使用黄素[6]尿素 (CB[6]) 作为一个超分子模板.
- 采用CB[6] - 催化化酸循环添加来形成共价键.
- 研究高阶[n]rotaxanes和[n]catenanes的合成路径.
主要成果:
- CB[6]有效地模拟了宏循环的相互锁定,并催化了循环添加反应.
- 使用这种方法可以获得复杂的基和轮素的高产量.
- 该审查详细介绍了各种MIM架构的特定合成策略.
结论:
- 通过CB[6]催化的亚酸循环添加为复杂的MIM提供了一条有利的途径.
- 这种方法简化了高阶聚烯和轮烯的合成.
- 这些CB[6]衍生MIM的独特特性和功能对未来的应用具有前景.
相关概念视频
Cycloaddition Reactions: Overview
2.6K
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.
2.6K
Cyclohexenones via Michael Addition and Aldol Condensation: The Robinson Annulation
2.2K
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).
2.2K
[4+2] Cycloaddition of Conjugated Dienes: Diels–Alder Reaction
10.3K
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.
10.3K
Cycloaddition Reactions: MO Requirements for Thermal Activation
3.6K
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.
3.6K
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation
7.8K
Introduction
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
Like alkenes, alkynes can be reduced to alkanes in the presence of transition metal catalysts such as Pt, Pd, or Ni. The reaction involves two sequential syn additions of hydrogen via a cis-alkene intermediate.
7.8K
Thermal and Photochemical Electrocyclic Reactions: Overview
2.4K
Electrocyclic reactions are reversible reactions. They involve an intramolecular cyclization or ring-opening of a conjugated polyene. Shown below are two examples of electrocyclic reactions. In the first reaction, the formation of the cyclic product is favored. In contrast, in the second reaction, ring-opening is favored due to the high ring strain associated with cyclobutene formation.
2.4K


![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)