Jove
Visualize
Contáctanos
JoVE
x logofacebook logolinkedin logoyoutube logo
ACERCA DE JoVE
Visión GeneralLiderazgoBlogCentro de Ayuda JoVE
AUTORES
Proceso de PublicaciónConsejo EditorialAlcance y PolíticasRevisión por ParesPreguntas FrecuentesEnviar
BIBLIOTECARIOS
TestimoniosSuscripcionesAccesoRecursosConsejo Asesor de BibliotecasPreguntas Frecuentes
INVESTIGACIÓN
JoVE JournalMethods CollectionsJoVE Encyclopedia of ExperimentsArchivo
EDUCACIÓN
JoVE CoreJoVE BusinessJoVE Science EducationJoVE Lab ManualCentro de Recursos para ProfesoresSitio de Profesores
Términos y Condiciones de Uso
Política de Privacidad
Políticas

Videos de Conceptos Relacionados

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation02:17

Reduction of Alkenes: Asymmetric Catalytic Hydrogenation

3.4K
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...
3.4K
Reduction of Alkenes: Catalytic Hydrogenation02:13

Reduction of Alkenes: Catalytic Hydrogenation

12.5K
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...
12.5K
Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation02:24

Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation

8.1K
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.
8.1K
Reduction of Benzene to Cyclohexane: Catalytic Hydrogenation01:28

Reduction of Benzene to Cyclohexane: Catalytic Hydrogenation

4.8K
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...
4.8K
Radical Anti-Markovnikov Addition to Alkenes: Overview01:25

Radical Anti-Markovnikov Addition to Alkenes: Overview

3.6K
The addition of hydrogen bromide to alkenes in the presence of hydroperoxides or peroxides proceeds via an anti-Markovnikov pathway and yields alkyl bromides.
3.6K
Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule02:17

Regioselectivity of Electrophilic Additions to Alkenes: Markovnikov's Rule

14.7K
If a set of reactants can yield multiple constitutional isomers, but one of the isomers is obtained as the major product, the reaction is said to be regioselective. In such reactions, bond formation or breaking is favored at one reaction site over others.
The hydrohalogenation of an unsymmetrical alkene can yield two haloalkane products, depending on which vinylic carbon takes up the halogen. However, one product usually predominates, where hydrogen adds to the vinylic carbon bearing the...
14.7K

También podría leer

Artículos Relacionados

Artículos vinculados a este trabajo por autores compartidos, revista y gráfico de citas.

Ordenar por
Same author

Crystal structure of the <i>meso</i> compound (2<i>R</i>,6<i>S</i>)-4-(5-bromo-pyrimidin-2-yl)-2,6-di-methyl-morpholine.

Acta crystallographica. Section E, Crystallographic communications·2026
Same author

Correction to "Photoactive Iminobismuthanes for Catalytic C-H Amination".

Journal of the American Chemical Society·2026
Same author

Nickel-Catalyzed Enantioselective Coupling Reactions of Fluorinated Sorbamides with Aldehydes Affording <i>Anti</i>-Configured β-Di(tri)fluoromethyl Alcohol Derivatives.

Journal of the American Chemical Society·2026
Same author

Catalytic Asymmetric Hydration of Alkenes.

Journal of the American Chemical Society·2026
Same author

Structure-Selectivity Relationship Study of IDPi Using Fragment and Remote Site Descriptors.

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

Photoactive Iminobismuthanes for Catalytic C-H Amination.

Journal of the American Chemical Society·2026

Video Experimental Relacionado

Updated: Sep 10, 2025

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

3.6K

Hidrogenación iónica asimétrica y catalítica de los estirenos α-alquilo

Wencke Leinung1, Nobuya Tsuji2, Michael Merher1

  • 1Max-Planck-Institut für Kohlenforschung, 45470 Mülheim an der Ruhr, Germany.

Journal of the American Chemical Society
|August 20, 2025
PubMed
Resumen

Los químicos desarrollaron un nuevo método de hidrogenación iónica organocatalítico para reducir los estirenos α-alquilo difíciles. Este enfoque biomimético ofrece una alternativa más ecológica a la catálisis metálica para la síntesis asimétrica.

Más Videos Relacionados

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
07:06

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis

Published on: February 16, 2020

8.3K
Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
06:46

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

Published on: June 21, 2017

7.5K

Videos de Experimentos Relacionados

Last Updated: Sep 10, 2025

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

3.6K
A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis
07:06

A Microwave-Assisted Direct Heteroarylation of Ketones Using Transition Metal Catalysis

Published on: February 16, 2020

8.3K
Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate
06:46

Facile Preparation of 2Z,4E-Dienamides by the Olefination of Electron-deficient Alkenes with Allyl Acetate

Published on: June 21, 2017

7.5K

Área de la Ciencia:

  • Química orgánica
  • Catálisis
  • Síntesis asimétrica

Sus antecedentes:

  • Se han logrado avances significativos en la hidrogenación por transferencia asimétrica catalítica.
  • La reducción de los enlaces dobles carbono-carbono se limita a los sustratos activados.

Objetivo del estudio:

  • Desarrollar un método altamente enantioselectivo para la hidrogenación iónica de estirenos α-alquilo.
  • Explorar enfoques organocatalíticos para la reducción de alquenos no activados.

Principales métodos:

  • Se utilizó la catálisis por ácido de Brønsted con hidrosilano y un aditivo protótico.
  • Se llevaron a cabo investigaciones mecanicistas y computacionales.
  • Se ha demostrado la reducción estereoconvergente de un alceno trisubstituido.

Principales resultados:

  • Se ha logrado una hidrogenación iónica altamente enantioselectiva de los estirenos α-alquilo.
  • Se ha identificado una vía de reacción que involucra intermedios de carbocatión y especies catalizadoras sililadas.
  • La rotación confirmada del catalizador depende del aditivo protótico.

Conclusiones:

  • La hidrogenación iónica organocatalítica es una alternativa viable a la hidrogenación catalizada por metales para sustratos específicos.
  • Este método amplía el alcance de la hidrogenación asimétrica a los alquenos menos activados.
  • Los hallazgos destacan el potencial de la organocatálisis biomimética en la química sintética.