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Related Concept Videos

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

Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation

9.3K
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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Reduction of Alkenes: Asymmetric Catalytic Hydrogenation02:17

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

4.0K
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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Alkynes to Aldehydes and Ketones: Acid-Catalyzed Hydration02:40

Alkynes to Aldehydes and Ketones: Acid-Catalyzed Hydration

11.2K
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.
11.2K
Reduction of Alkenes: Catalytic Hydrogenation02:13

Reduction of Alkenes: Catalytic Hydrogenation

14.7K
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...
14.7K
Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration02:34

Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration

9.9K
The rate of acid-catalyzed hydration of alkenes depends on the alkene's structure, as the presence of alkyl substituents at the double bond can significantly influence the rate.
9.9K
Preparation and Reactions of Sulfides02:26

Preparation and Reactions of Sulfides

5.9K
Sulfides are the sulfur analog of ethers, just as thiols are the sulfur analog of alcohol. Like ethers, sulfides also consist of two hydrocarbon groups bonded to the central sulfur atom. Depending upon the type of groups present, sulfides can be symmetrical or asymmetrical. Symmetrical sulfides can be prepared via an SN2 reaction between 2 equivalents of an alkyl halide and one equivalent of sodium sulfide.
5.9K

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Related Experiment Video

Updated: Mar 16, 2026

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

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Silacyclopropylideneplatinum(0) Complex as a Robust and Efficient Hydrosilylation Catalyst.

Thibault Troadec1, Amparo Prades1, Ricardo Rodriguez1

  • 1Université de Toulouse, UPS, and CNRS , LHFA UMR 5069, F-31062 Toulouse, France.

Inorganic Chemistry
|August 5, 2016
PubMed
Summary

A novel silacyclopropylidene ligand demonstrates strong nucleophilic behavior, enabling the creation of stable metal complexes. This new ligand-metal complex shows superior catalytic activity in hydrosilylation compared to traditional N-heterocyclic carbene complexes.

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Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions
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Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
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Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry

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Catalytic Reactions at Amine-Stabilized and Ligand-Free Platinum Nanoparticles Supported on Titania During Hydrogenation of Alkenes and Aldehydes
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Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
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Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry

Published on: October 18, 2019

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Area of Science:

  • Organometallic Chemistry
  • Catalysis
  • Silicon Chemistry

Background:

  • N-heterocyclic carbenes (NHCs) are widely used as ligands in organometallic chemistry.
  • Developing new ligands with enhanced properties is crucial for advancing catalytic applications.
  • Silacyclopropylidenes represent a less explored class of silicon-based ligands.

Purpose of the Study:

  • To synthesize and characterize a base-stabilized silacyclopropylidene ligand.
  • To investigate the coordination behavior of the silacyclopropylidene ligand with transition metals.
  • To evaluate the catalytic performance of the resulting metal complexes in hydrosilylation reactions.

Main Methods:

  • Synthesis of the base-stabilized silacyclopropylidene (1).
  • Coordination studies with transition metals, including platinum.
  • Characterization of the platinum(0) complex (6) using spectroscopic techniques.
  • Evaluation of catalytic activity in hydrosilylation reactions.

Main Results:

  • The silacyclopropylidene ligand (1) exhibits strong nucleophilic character and forms robust bonds with transition metals.
  • The synthesized platinum(0) complex (6) is air-stable and displays high selectivity and catalytic activity.
  • The silacyclopropylidene-platinum complex outperforms related N-heterocyclic carbene-platinum complexes in hydrosilylation.

Conclusions:

  • Base-stabilized silacyclopropylidenes are effective ligands for transition metals.
  • The unique electronic properties of silacyclopropylidenes lead to stable and highly active catalysts.
  • These findings open new avenues for the application of silicon-based ligands in catalysis.