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Radical Anti-Markovnikov Addition to Alkenes: Mechanism01:17

Radical Anti-Markovnikov Addition to Alkenes: Mechanism

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The reaction of hydrogen bromide with alkenes in the presence of hydroperoxides or peroxides proceeds via anti-Markovnikov addition. The radical chain reaction comprises initiation, propagation, and termination steps.
The mechanism starts with chain initiation, which involves two steps. In the first chain initiation step, a weak peroxide bond is homolytically cleaved upon mild heating to form two alkoxy radicals. In the second initiation step, a hydrogen atom is abstracted by the alkoxy...
3.8K
Radical Reactivity: Nucleophilic Radicals01:16

Radical Reactivity: Nucleophilic Radicals

2.1K
Radicals adjacent to electron-donating groups are called nucleophilic radicals. These radicals readily react with electrophilic alkenes. The SOMO–LUMO interactions are the driving force for the reaction, where the high-energy SOMO of the electron-rich, nucleophilic radicals interacts with the low-energy LUMO of the electron-deficient, electrophilic alkenes. Such SOMO–LUMO interactions are the basis of reactive radical traps, affecting the selectivity in radical reactions. For...
2.1K
Radical Anti-Markovnikov Addition to Alkenes: Overview01:25

Radical Anti-Markovnikov Addition to Alkenes: Overview

3.4K
The addition of hydrogen bromide to alkenes in the presence of hydroperoxides or peroxides proceeds via an anti-Markovnikov pathway and yields alkyl bromides.
3.4K
Radical Reactivity: Overview01:11

Radical Reactivity: Overview

2.1K
Radicals, the highly reactive species, gain stability by undergoing three different reactions. The first reaction involves a radical-radical coupling, in which a radical combines with another radical, forming a spin‐paired molecule. The second reaction is between a radical and a spin‐paired molecule, generating a new radical and a new spin‐paired molecule. The third reaction is radical decomposition in a unimolecular reaction, forming a new radical and a spin‐paired...
2.1K
Free-Radical Chain Reaction and Polymerization of Alkenes02:35

Free-Radical Chain Reaction and Polymerization of Alkenes

7.8K
The conversion of alkenes to macromolecules called polymers is a reaction of high commercial importance. The structure of the polymer is defined by a repeating unit, while the terminal groups are considered insignificant. The average degree of polymerization represents the number of repeating units in the polymer molecule and is denoted by the subscript n.
7.8K
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation02:24

Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation

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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.
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相关实验视频

Updated: Jul 3, 2025

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals
10:44

Isolating Free Carbenes, their Mixed Dimers and Organic Radicals

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通过三根基分类进行基基化

Johnny Z Wang1, William L Lyon1, David W C MacMillan2

  • 1Merck Center for Catalysis at Princeton University, Princeton, NJ, USA.

Nature
|February 13, 2024
PubMed
概括

双分子同解替代 (SH2) 催化使得C3) -C3) 键形成的选择性基质分类成为可能. 这种新方法通过分离三种基因物种来实现基化,从而加速复杂分子合成.

科学领域:

  • 有机化学
  • 催化剂
  • 合成方法

背景情况:

  • 双分子同解替代 (SH2) 催化已经推进了交叉合反应.
  • 现有的SH2方法允许选择性组合初级,二级或三级基.
  • 一个关键的挑战仍然是通过基质分类同时进行基化.

研究的目的:

  • 开发一种新的SH2催化方法用于基基化.
  • 为了同时构建两个C{sp3}-C{sp3>) 键.
  • 克服基因重组和副作用的统计限制.

主要方法:

  • 使用双分子同解替代 (SH2) 催化.
  • 在现场生成三种不同的基因.
  • 采用基于尺寸和电子特性的根本分类.

主要成果:

  • 实现非激活基的区域选择性基化.
  • 在中成功分类电友和核友基.
  • 证明了形成C-sp3键的新途径.

结论:

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  • 这项工作为基基化建立了独特的机械方法.
  • 开发的SH2催化加速了对C3) 丰富的分子的获取.
  • 这种方法扩大了基于基的交叉合反应的范围.