Jove
Visualize
お問い合わせ
JoVE
x logofacebook logolinkedin logoyoutube logo
JoVEについて
概要リーダーシップブログJoVEヘルプセンター
著者向け
出版プロセス編集委員会範囲と方針査読よくある質問投稿
図書館員向け
推薦の声購読アクセスリソース図書館諮問委員会よくある質問
研究
JoVE JournalMethods CollectionsJoVE Encyclopedia of Experimentsアーカイブ
教育
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab Manual教員リソースセンター教員サイト
利用規約
プライバシーポリシー
ポリシー

関連する概念動画

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation02:17

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...
3.3K
Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview01:27

Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview

1.8K
Wilhelm Rudolph Fittig discovered the pinacol coupling reaction in 1859. It is a radical dimerization reaction and involves the reductive coupling of aldehydes or ketones in the presence of hydrocarbon solvent to yield vicinal diols.
1.8K
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
Reduction of Alkenes: Catalytic Hydrogenation02:13

Reduction of Alkenes: Catalytic Hydrogenation

12.0K
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...
12.0K
Acid Halides to Ketones: Gilman Reagent01:14

Acid Halides to Ketones: Gilman Reagent

2.8K
Lithium dialkyl cuprate, also known as Gilman reagents, selectively reduces acid halides to ketones. The acid chloride is treated with Gilman reagent at −78 °C in the presence of ether solution to produce a ketone in good yield.
As shown below, the mechanism proceeds in two steps. First, one of the alkyl groups of the reagent acts as a nucleophile and attacks the acyl carbon of the acid chloride to form a tetrahedral intermediate. This is followed by the reformation of the carbon–oxygen...
2.8K
Reduction of Benzene to Cyclohexane: Catalytic Hydrogenation01:28

Reduction of Benzene to Cyclohexane: Catalytic Hydrogenation

4.5K
Unlike the easy catalytic hydrogenation of an alkene double bond, hydrogenation of a benzene double bond under similar reaction conditions does not take place easily. For example, in the reduction of stilbene, the benzene ring remains unaffected while the alkene bond gets reduced. Hydrogenation of an alkene double bond is exothermic and a favorable process. In contrast, to hydrogenate the first unsaturated bond of benzene, an energy input is needed; that is, the process is endothermic. This is...
4.5K

こちらも読む

関連記事

共著者、ジャーナル、引用グラフによってこの研究に関連する記事。

並び替え
Same author

Divergent Asymmetric Synthesis of Glutinosasins A-E.

Journal of the American Chemical Society·2026
Same author

From one to two CO<sub>2</sub> molecules: controllable divergent synthesis of formate esters and carbonates.

Organic & biomolecular chemistry·2026
Same author

Facile Assembly of Structurally Diverse 2<i>H</i>-Pyrans Enabled by Chloropalladation-Initiated Carboetherification of Alkenes.

Molecules (Basel, Switzerland)·2026
Same author

Photochemical Skeletal Editing of α,β-Unsaturated Ketones to Furans via Single-Carbon-Atom Insertion.

Organic letters·2026
Same author

Asymmetric Reductive Three-Component Annulation Reaction for Constructing Fused N-Heterocycles With Contiguous Stereogenic Centers.

Angewandte Chemie (International ed. in English)·2026
Same author

Csp<sup>3</sup>-H Bond Carbynoid Functionalization by Photoredox Catalysis.

Organic letters·2026

関連する実験動画

Updated: Jun 30, 2025

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
07:36

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy

Published on: November 9, 2019

8.0K

単原子コバルト触媒による機能的 γ-ラクトームへの選択的アクセスのための多成分還元結合

Jia-Lu Sun1, Huanfeng Jiang1, Pierre H Dixneuf2

  • 1Key Lab of Functional Molecular Engineering of Guangdong Province, School of Chemistry and Chemical Engineering, South China University of Technology, Guangzhou 510641, China.

Journal of the American Chemical Society
|March 21, 2024
PubMed
まとめ

新しい触媒方法は,コバルトベースの触媒を用いてα-ヒドロキシ-γ-ラクタムを効率的に合成します. このアプローチはプロセスを簡素化し,容易に入手可能な出発材料を使用し,様々な化合物に対して広範な適用性を示しています.

さらに関連する動画

Synthesis and Performance Characterizations of Transition Metal Single Atom Catalyst for Electrochemical CO2 Reduction
10:57

Synthesis and Performance Characterizations of Transition Metal Single Atom Catalyst for Electrochemical CO2 Reduction

Published on: April 10, 2018

18.2K
Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
11:44

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions

Published on: March 20, 2014

25.4K

関連する実験動画

Last Updated: Jun 30, 2025

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy
07:36

Versatile CO2 Transformations into Complex Products: A One-pot Two-step Strategy

Published on: November 9, 2019

8.0K
Synthesis and Performance Characterizations of Transition Metal Single Atom Catalyst for Electrochemical CO2 Reduction
10:57

Synthesis and Performance Characterizations of Transition Metal Single Atom Catalyst for Electrochemical CO2 Reduction

Published on: April 10, 2018

18.2K
Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
11:44

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions

Published on: March 20, 2014

25.4K

科学分野:

  • 有機化学
  • カタリシス
  • 材料科学

背景:

  • α-hydroxy-γ-lactamsは,様々な化学分野における重要な構成要素である.
  • これらの化合物の既存の合成方法はしばしば複雑で多様性が欠けている.
  • 合成の難しさは,その広範な実用化を妨げています.

研究 の 目的:

  • α-hydroxy-γ-lactamsの直接合成のための一般的で効率的な方法を開発する.
  • この変容のための新しい多機能な触媒を設計し利用する.
  • 減量中断を含む新しい反応経路を探求する

主な方法:

  • 原子的に分散したコバルトサイト (CoSA-N/NC-TiO2) を含んだ窒素とTiO2を併用したグラフィティック炭基材料の設計と合成.
  • ニトロ・ヘテロ・アレン,アルデヒド,水,アルキノ酸からα-ヒドロキシ-γ-ラクタムを直接生成するための触媒の適用.
  • 反応経路と触媒の役割を明らかにするメカニズム研究.

主要な成果:

  • 操作の簡素性のあるα-ヒドロキシ-γ-ラクトーム合成の一般的な方法が確立された.
  • この方法は,100以上の例を生成し,広範な基板互換性を実証した.
  • 高いステップと原子効率,良い選択性,そして優れた触媒の再利用性が達成された.
  • メカニズムの研究により,CoN4の活性部位とドーパントの間のシナージ効果が示され,重要な中間物質が生成された.

結論:

  • 開発された触媒システムは,α-hydroxy-γ-lactamsへの実用的で効率的な経路を提供します.
  • 還元中断の概念は有機合成のための新しい反応戦略を提供します.
  • 合理的な触媒の設計は 新しく有用な化学変換の鍵です