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

Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation

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.
Reduction of Alkenes: Asymmetric Catalytic Hydrogenation02:17

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

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...
Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation02:47

Alkynes to Aldehydes and Ketones: Hydroboration-Oxidation

Introduction
One of the convenient methods for the preparation of aldehydes and ketones is via hydration of alkynes. Hydroboration-oxidation of alkynes is an indirect hydration reaction in which an alkyne is treated with borane followed by oxidation with alkaline peroxide to form an enol that rapidly converts into an aldehyde or a ketone. Terminal alkynes form aldehydes, whereas internal alkynes give ketones as the final product.
Preparation of Amines: Alkylation of Ammonia and Amines01:30

Preparation of Amines: Alkylation of Ammonia and Amines

Alkylation is one of the methods used to prepare amines. Direct alkylation of ammonia or a primary amine with an alkyl halide gives polyalkylated amines along with a quaternary ammonium salt through successive SN2 reactions. This process of making the quaternary salt through the direct alkylation method is called exhaustive alkylation.
Each alkylation step makes the nitrogen center more nucleophilic, which triggers successive alkylations until a quaternary ammonium salt is formed. Considering...
Reduction of Alkenes: Catalytic Hydrogenation02:13

Reduction of Alkenes: Catalytic Hydrogenation

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 surface of...
Alkynes to Aldehydes and Ketones: Acid-Catalyzed Hydration02:40

Alkynes to Aldehydes and Ketones: Acid-Catalyzed Hydration

Introduction
Analogous to alkenes, alkynes also undergo acid-catalyzed hydration. While the addition of water to an alkene gives an alcohol, hydration of alkynes produces different products such as aldehydes and ketones.

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Updated: Jun 23, 2026

Catalytic Reactions at Amine-Stabilized and Ligand-Free Platinum Nanoparticles Supported on Titania During Hydrogenation of Alkenes and Aldehydes
12:08

Catalytic Reactions at Amine-Stabilized and Ligand-Free Platinum Nanoparticles Supported on Titania During Hydrogenation of Alkenes and Aldehydes

Published on: June 24, 2022

Catalytic hydroaminoalkylation.

Peter W Roesky1

  • 1Institut für Anorganische Chemie, Universität Karlsruhe (TH), Engesserstrasse 15, 76128 Karlsruhe, Germany. roesky@chemie.uni-karlsruhe.de

Angewandte Chemie (International Ed. in English)
|May 14, 2009
PubMed
Summary
This summary is machine-generated.

Recent advances in metal-catalyzed C-H activation enable efficient coupling reactions. This study summarizes key developments in hydroaminoalkylation, forming valuable alkylamines from alkenes.

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Area of Science:

  • Organic Chemistry
  • Catalysis
  • Synthetic Chemistry

Background:

  • Metal-catalyzed C-H activation is a rapidly developing field.
  • Activation of sp(3) C-H bonds adjacent to nitrogen is challenging.
  • Hydroaminoalkylation offers a direct route to functionalized alkylamines.

Purpose of the Study:

  • To present recent developments in metal-catalyzed C-H activation of sp(3) centers alpha to amine nitrogen.
  • To summarize the hydroaminoalkylation reaction of these activated C-H bonds with alkenes.

Main Methods:

  • Focus on transition metal catalysis for C-H functionalization.
  • Review of reactions involving alkenes as coupling partners.
  • Discussion of reaction mechanisms and scope.

Main Results:

  • Demonstration of efficient metal-catalyzed C-H activation at the alpha-amino position.
  • Successful synthesis of diverse alkylamines via hydroaminoalkylation.
  • Highlighting the utility of these methods for constructing complex molecules.

Conclusions:

  • Metal-catalyzed C-H activation provides powerful tools for amine synthesis.
  • Hydroaminoalkylation represents a significant advancement in synthetic efficiency.
  • These methods offer new avenues for accessing valuable amine-containing compounds.