无金属电化学二化非活化基的电化学二化
Min Liu1, Tian Feng1, Yanwei Wang1
1State Key Laboratory and Institute of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, College of Chemistry, Nankai University, 94 Weijin Road, Tianjin, 300071, China.
Nature communications
|October 13, 2023
概括
一种新的无金属电化学方法使未激活基的二基化成为可能. 这种绿色化学方法在温和条件下产生有价值的二化产品,避免昂贵的金属和氧化剂.
科学领域:
- 有机化学 有机化学
- 电化学 电化学 电化学
- 绿色化学 绿色化学
背景情况:
- 基的二基化是有机合成中的关键转化.
- 现有的方法通常依赖过渡金属或稳定度氧化剂,造成环境和成本问题.
研究的目的:
- 开发一种无金属的电化学方法,用于基二化.
- 为传统的二化技术提供可持续和高效的替代品.
主要方法:
- 在没有金属催化剂的情况下,未被激活的烯的电化学氧化.
- 利用温和的反应条件和随时可用的试剂.
主要成果:
- 成功地二化了广泛的未激活基.
- 获得了有价值的二化产品的中等到良好的产量.
- 该方法证明适用于天然产品和制药衍生品.
结论:
- 开发的电化学方法为基二化提供了一种可持续且具有成本效益的途径.
- 这种无金属的方法扩大了合成工具包,用于访问邻近的二醇.
相关概念视频
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide
10.3K
Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.
10.3K
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids
5.9K
Diols are compounds with two hydroxyl groups. In addition to syn dihydroxylation, diols can also be synthesized through the process of anti dihydroxylation. The process involves treating an alkene with a peroxycarboxylic acid to form an epoxide. Epoxides are highly strained three-membered rings with oxygen and two carbons occupying the corners of an equilateral triangle. This step is followed by ring-opening of the epoxide in the presence of an aqueous acid to give a trans diol.
5.9K
Reduction of Alkenes: Catalytic Hydrogenation
12.1K
Alkenes undergo reduction by the addition of molecular hydrogen to give alkanes. Because the process generally occurs in the presence of a transition-metal catalyst, the reaction is called catalytic hydrogenation.
Metals like palladium, platinum, and nickel are commonly used in their solid forms — fine powder on an inert surface. As these catalysts remain insoluble in the reaction mixture, they are referred to as heterogeneous catalysts.
The hydrogenation process takes place on the...
Metals like palladium, platinum, and nickel are commonly used in their solid forms — fine powder on an inert surface. As these catalysts remain insoluble in the reaction mixture, they are referred to as heterogeneous catalysts.
The hydrogenation process takes place on the...
12.1K
Oxidation of Alkenes: Syn Dihydroxylation with Potassium Permanganate
11.7K
Alkenes can be dihydroxylated using potassium permanganate. The method encompasses the reaction of an alkene with a cold, dilute solution of potassium permanganate under basic conditions to form a cis-diol along with a brown precipitate of manganese dioxide.
11.7K
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation
3.3K
Catalytic hydrogenation of alkenes is a transition-metal catalyzed reduction of the double bond using molecular hydrogen to give alkanes. The mode of hydrogen addition follows syn stereochemistry.
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
The metal catalyst used can be either heterogeneous or homogeneous. When hydrogenation of an alkene generates a chiral center, a pair of enantiomeric products is expected to form. However, an enantiomeric excess of one of the products can be facilitated using an enantioselective reaction or an...
3.3K
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


