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Reduction of Alkenes: Asymmetric Catalytic Hydrogenation02:17

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

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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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Catalysis02:50

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The presence of a catalyst affects the rate of a chemical reaction. A catalyst is a substance that can increase the reaction rate without being consumed during the process. A basic comprehension of a catalysts’ role during chemical reactions can be understood from the concept of reaction mechanisms and energy diagrams.
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Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation02:24

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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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Reduction of Alkenes: Catalytic Hydrogenation02:13

Reduction of Alkenes: Catalytic Hydrogenation

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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...
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Reduction of Benzene to Cyclohexane: Catalytic Hydrogenation01:28

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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...
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Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide02:44

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Alkenes are converted to 1,2-diols or glycols through a process called dihydroxylation. It involves the addition of two hydroxyl groups across the double bond with two different stereochemical approaches, namely anti and syn. Dihydroxylation using osmium tetroxide progresses with syn stereochemistry.
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Updated: Jun 6, 2025

Heterogeneous Removal of Water-Soluble Ruthenium Olefin Metathesis Catalyst from Aqueous Media Via Host-Guest Interaction
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CO-Tolerant Heterogeneous Ruthenium Catalysts for Efficient Formic Acid Dehydrogenation.

Guangxin Xue1, Yueyue Jiao1,2, Xiang Li3

  • 1Leibniz-Institut für Katalyse e. V., Albert-Einstein-Str. 29a, Rostock, D-18059, Germany.

Angewandte Chemie (International Ed. in English)
|December 3, 2024
PubMed
Summary

Ruthenium catalysts on nitrogen-doped carbon efficiently catalyze formic acid dehydrogenation for hydrogen storage. These catalysts show enhanced stability and activity, outperforming commercial options.

Keywords:
CO tolerantformic acid dehydrogenationheterogeneous catalysisruthenium catalyst

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Area of Science:

  • Materials Science
  • Catalysis
  • Renewable Energy

Background:

  • Developing efficient catalysts for formic acid dehydrogenation is crucial for hydrogen storage and release in renewable energy systems.
  • Ruthenium nanoparticles on nitrogen-doped carbon are theoretically predicted to be effective catalysts, offering improved CO2 selectivity and CO tolerance.

Purpose of the Study:

  • To synthesize and evaluate heterogeneous ruthenium catalysts supported on porous nitrogen-doped carbon with a hierarchical structure.
  • To experimentally validate the predicted benefits of nitrogen doping for formic acid dehydrogenation.

Main Methods:

  • Synthesis of ruthenium catalysts (Rux/CN) using carbon nitride (C3N4) as a template and phenanthroline (Phen) as a ligand.
  • Characterization of catalyst structure and performance in formic acid dehydrogenation reactions.
  • Testing catalyst thermal stability and turnover frequency (TOF).

Main Results:

  • The optimal catalyst, Ru7/CN, demonstrated excellent thermal stability at 140 °C.
  • Ru7/CN achieved a high turnover frequency (TOF >1300 h⁻¹), exceeding commercial Ru5/C by over an order of magnitude.
  • Nitrogen doping was confirmed to enhance catalyst performance and stability.

Conclusions:

  • Heterogeneous ruthenium catalysts supported on porous nitrogen-doped carbon are highly effective for formic acid dehydrogenation.
  • The synthesized Rux/CN catalysts offer a promising, cost-effective alternative for hydrogen storage technologies.
  • Further research into nitrogen-doped carbon supports can lead to advancements in catalysis for renewable energy.