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相关概念视频

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation02:17

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

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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...
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Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation02:24

Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation

7.7K
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.
7.7K
Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide02:44

Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide

10.0K
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.
10.0K
Catalysis02:50

Catalysis

26.8K
The presence of a catalyst affects the rate of a chemical reaction. A catalyst is a substance that can increase the reaction rate without being consumed during the process. A basic comprehension of a catalysts’ role during chemical reactions can be understood from the concept of reaction mechanisms and energy diagrams.
26.8K
Reduction of Alkenes: Catalytic Hydrogenation02:13

Reduction of Alkenes: Catalytic Hydrogenation

11.9K
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...
11.9K
Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids02:04

Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids

5.7K
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.
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相关实验视频

Updated: Jun 17, 2025

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes
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The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes

Published on: April 10, 2015

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基氧化激活 (II) 预催化剂用于C-H化

Paul J Lauridsen1, Yeon Jung Kim1, Daniel P Marron1

  • 1Department of Chemistry, Stanford University, 337 Campus Drive, Stanford, California 94305, United States.

Journal of the American Chemical Society
|August 12, 2024
PubMed
概括

研究人员开发了用于sp3C-H化的新型硫胺预催化剂. 最佳的前催化剂2h在水性条件下显示出高效率,挑战了关于催化中的配体氧化的先前假设.

科学领域:

  • 有机金属化学
  • 催化剂
  • 有机合成

背景情况:

  • 开发有效的sp3C-H化催化剂对于有机合成至关重要.
  • (Ru) 复合物被广泛用于催化应用.
  • 了解连接体结构在催化剂性能中的作用至关重要.

研究的目的:

  • 引入一种新的Ru-sulfonamidate预催化剂,用于sp3C-H化.
  • 通过结构性能研究确定最佳预催化剂.
  • 阐明催化机制,特别是配体氧化的作用.

主要方法:

  • 合成异构的Ru (II) 复合物.
  • 使用单晶X射线分析进行结构测定.
  • 在水性双相溶剂混合物中的催化化反应.
  • 涉及动力学,质谱学和电化学的比较机械学研究.

主要成果:

  • 确定了一个最佳的前催化剂,2h (Ru-sulfonamidate 与 dtbpy 和 pyridylsulfonamidate 连接物).
  • 使用1mol% 2h和酸的催化氧化实现了37-90%的产量.
  • 机械研究发现长寿活跃物种产生2h,导致高周转率.

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Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
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Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

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Heterogeneous Removal of Water-Soluble Ruthenium Olefin Metathesis Catalyst from Aqueous Media Via Host-Guest Interaction
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Heterogeneous Removal of Water-Soluble Ruthenium Olefin Metathesis Catalyst from Aqueous Media Via Host-Guest Interaction

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Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
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Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

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  • 与之前的发现相反,发现连接体氧化是催化剂激活的前提.
  • 结论:

    • 新型Ru-sulfonamidate预催化剂为sp3C-H化提供了一种多功能且高效的途径.
    • 最佳预催化剂2h在水性介质中表现出高活性和稳定性.
    • 这些发现挑战了在Ru催化反应中对联体氧化的传统理解,为催化剂设计开辟了新的途径.