Jove
Visualize
联系我们
JoVE
x logofacebook logolinkedin logoyoutube logo
关于 JoVE
概览领导团队博客JoVE 帮助中心
作者
出版流程编辑委员会范围与政策同行评审常见问题投稿
图书馆员
用户评价订阅访问资源图书馆顾问委员会常见问题
研究
JoVE JournalMethods CollectionsJoVE Encyclopedia of Experiments存档
教育
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab Manual教师资源中心教师网站
使用条款与条件
隐私政策
政策

相关概念视频

Elimination Reactions02:25

Elimination Reactions

A nucleophile can react with an alkyl halide to give the substitution product by displacing the halogen. Or it can function as a base to give the elimination product by deprotonation of the neighboring carbon to form an alkene. In an elimination reaction, the substrate loses two groups from adjacent carbons forming at least one π bond. The carbon attached to the halogen is called the α carbon, while the adjacent carbon is called the β carbon; hence, these reactions are called β elimination or...
Preparation of Alkynes: Dehydrohalogenation02:34

Preparation of Alkynes: Dehydrohalogenation

Introduction
Alkynes can be prepared by dehydrohalogenation of vicinal or geminal dihalides in the presence of a strong base like sodium amide in liquid ammonia. The reaction proceeds with the loss of two equivalents of hydrogen halide (HX) via two successive E2 elimination reactions.
Acid Halides to Alcohols: LiAlH4 Reduction01:19

Acid Halides to Alcohols: LiAlH4 Reduction

Acid halides are reduced to alcohols in the presence of a strong reducing agent like lithium aluminum hydride.
The mechanism proceeds in three steps. First, the nucleophilic hydride ion attacks the carbonyl carbon of the acid halide to form a tetrahedral intermediate. Next, the carbonyl group is re-formed, and the halide ion departs as a leaving group, generating an aldehyde. A second nucleophilic attack by the hydride yields an alkoxide ion, which, upon protonation, gives a primary alcohol as...
Amides to Amines: LiAlH4 Reduction01:20

Amides to Amines: LiAlH4 Reduction

Amide reduction with strong reducing agents like lithium aluminum hydride proceeds through a nucleophilic acyl substitution to form amines. Primary, secondary, and tertiary amides yield primary, secondary, and tertiary amines, respectively.
Amide reduction requires two equivalents of the reducing agent, acting as a source of hydride ions. As shown in the figure, the reaction is initiated with a nucleophilic attack by the hydride ion at the carbonyl carbon to form a tetrahedral intermediate.
Nitriles to Amines: LiAlH4 Reduction00:55

Nitriles to Amines: LiAlH4 Reduction

Nitriles are reduced to amines in the presence of strong reducing agents like lithium aluminum hydride through a typical nucleophilic acyl substitution. The reaction requires two equivalents of the reducing agent. The reducing agent acts as a source of hydride ions.
As shown below, the mechanism involves three steps. Firstly, the hydride ion acting as a nucleophile attacks the nitrile carbon to form an anion. In the second step, a second equivalent of the hydride ion attacks the anion to...
Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride01:26

Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride

Radical substitution reactions can be used to remove functional groups from molecules. The hydrogenolysis of alkyl halides is one such reaction, where the weak Sn–H bond in tributyltin hydride reacts with alkyl halides to form alkanes. Here, the reagent Bu3SnH yields tributyltin halide as a byproduct.
The bonds formed in this reaction are stronger than the bonds broken, making it energetically favorable. The reaction follows a radical chain mechanism similar to radical halogenation reactions,...

您也可能阅读

相关文章

通过共同作者、期刊和引用图与本文相关的文章。

排序
Same author

Assembly and Reactions of Artificial Metalloenzymes in <i>Streptomyces albus</i>.

Journal of the American Chemical Society·2026
Same author

Uranyl Tris(benzoate) Photocatalysts for Site-Selective Hydrocarbon Functionalization.

Journal of the American Chemical Society·2026
Same author

Origins of the selectivity of late transition metals of Group 9 and Group 10 for oxidative addition of C-H <i>vs.</i> C-Cl bonds.

Chemical science·2026
Same author

Direct Observation of Selective Migratory Insertion of Unactivated Terminal Alkenes into Ir-N Bonds.

Journal of the American Chemical Society·2026
Same author

Mechanism-Inspired Ligand Design for Efficient Copper-Catalyzed C-N Coupling of Aryl and Heteroaryl Chlorides.

Journal of the American Chemical Society·2026
Same author

Microstructure of amide-functionalized polyethylenes determined by NMR relaxometry.

Chemical science·2026

相关实验视频

Updated: Jul 18, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
10:42

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

Published on: January 3, 2018

从Rh (I) iminyl复合物中消除的β-阿里尔.

Pinjing Zhao1, John F Hartwig

  • 1Department of Chemistry, Yale University, PO Box 208107 New Haven, Connecticut 06520-8107, USA.

Journal of the American Chemical Society
|August 18, 2005
PubMed
概括

这项研究详细介绍了伊米尼尔复合体中的β-阿里尔消除反应,形成阿里尔复合体和. 这项研究阐明了这些转变中的基群的机制和迁移能力.

科学领域:

  • 有机金属化学 有机金属化学
  • 催化剂的催化剂
  • 反应机制 反应机制

背景情况:

  • 伊米尼尔复合物是有机金属化学中的多功能中间体.
  • 了解β-Aryl消除对于设计催化循环至关重要.

研究的目的:

  • 报告罗伊米尼尔复合物的合成和表征.
  • 为了研究β-Aryl消除反应路径和动力学.
  • 为了确定各种阿里尔族群的迁徙能力.

主要方法:

  • 通过[Rh(COE) Cl]2,素和伊米因的反应合成伊米尼尔复合物.
  • 用X射线衍射来对一个复合体进行结构性表征.
  • 用不同溶剂 (环素,) 进行热分解研究.
  • 动力学研究,以确定对素和二烯的反应顺序.

主要成果:

  • 成功合成了伊米尼尔复合物[Rh(PEt3) 3 ((N=CArAr') ].
  • 贝塔-阿里尔的消除以高产量进行,以形成的阿里尔复合物和自由烯.
  • 发现阿里尔的迁移性是:o-anisyl > phenyl > p-anisyl 和 o-tolyl.
  • 动力学研究表明,相反的第一阶级对素的依赖性和零阶级对酸的依赖性.

更多相关视频

Heterogeneous Removal of Water-Soluble Ruthenium Olefin Metathesis Catalyst from Aqueous Media Via Host-Guest Interaction
10:39

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

Published on: August 23, 2018

Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex
10:52

Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex

Published on: July 27, 2022

相关实验视频

Last Updated: Jul 18, 2026

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines
10:42

Preparation of N-(2-alkoxyvinyl)sulfonamides from N-tosyl-1,2,3-triazoles and Subsequent Conversion to Substituted Phthalans and Phenethylamines

Published on: January 3, 2018

Heterogeneous Removal of Water-Soluble Ruthenium Olefin Metathesis Catalyst from Aqueous Media Via Host-Guest Interaction
10:39

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

Published on: August 23, 2018

Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex
10:52

Line Shape Analysis of Dynamic NMR Spectra for Characterizing Coordination Sphere Rearrangements at a Chiral Rhenium Polyhydride Complex

Published on: July 27, 2022

结论:

  • 贝塔-阿里尔的排泄可能是通过素解离形成14电子中间体.
  • 阿里尔群的迁徙能力受到电子和硬质因素的影响.
  • 这项工作为罗复合体中C-C键裂解的机制提供了洞察力.