Video Experimental Relacionado

Updated: Dec 26, 2025

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

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

Published on: June 21, 2017

Funcionalizaciones C-H catalizadas por cerio de alcanos que utilizan alcoholes como agentes de transferencia de

Qing An^1,2, Ziyu Wang^1,2, Yuegang Chen¹

¹School of Physical Science and Technology, ShanghaiTech University, Shanghai 201210, China.

Journal of the American Chemical Society

|March 18, 2020

Resumen

Este estudio introduce la excitación por transferencia de carga de ligando a metal (LMCT) de complejos de cerio para la activación de alcano, utilizando tricloruro de cerio de bajo costo. Este enfoque de catálisis fotorredóxica permite una funcionalización eficiente de C-H a través de la transferencia de átomos de hidrógeno (HAT) utilizando alcoholes.

Área de la Ciencia:

Catálisis por fotorreducción
Química organometálica
Funcionalidad C-H

Sus antecedentes:

La catálisis fotorredóxica tradicional utiliza la transferencia de carga de metal a ligando (MLCT) para la utilización de la energía de la luz.
La activación de sustratos orgánicos a menudo se basa en complejos polipirídicos metálicos caros.

Objetivo del estudio:

Para demostrar la excitación por transferencia de carga de ligando a metal (LMCT) de los complejos de alcóxido de cerio para la activación de alcano.
Para utilizar el tricloro de cerio abundante y barato como un catalizador de fotorreducción.
Para permitir una fácil funcionalización del C-H a través de la transferencia de átomos de hidrógeno (HAT) utilizando alcoholes.

Principales métodos:

Las reacciones catalíticas de aminación C-H y de alquilación de hidrocarburos.
Investigaciones espectroscópicas para estudiar el evento de excitación LMCT.
Utilizando el tricloruro de cerio como catalizador para las reacciones fotorredóxicas.

Principales resultados:

Aminación y alquilación demostradas de hidrocarburos catalizados por cerio.
Alcoholes expuestos como agentes prácticos y selectivos de transferencia de átomos de hidrógeno (HAT).
Los estudios espectroscópicos revelaron una rápida homólisis de enlaces y una producción efectiva de radicales alcoxi.

Conclusiones:

La excitación por transferencia de carga de ligando a metal (LMCT) de los complejos de alcóxido de cerio proporciona una nueva vía para la activación de alcano.
Este método facilita la funcionalización C-H utilizando catalizadores de cerio de bajo costo y alcoholes abundantes.
El evento LMCT/homólisis no es el paso que determina la velocidad en este proceso de funcionalización C-H.

Más Videos Relacionados

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

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

Published on: June 24, 2022

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes

Synthesis of Hypervalent Iodonium Alkynyl Triflates for the Application of Generating Cyanocarbenes

Published on: September 8, 2013

Videos de Conceptos Relacionados

Reduction of Alkynes to cis-Alkenes: Catalytic Hydrogenation

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 Hydrogenation

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...

Reduction of Alkenes: Catalytic Hydrogenation

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...

Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration

Regioselectivity and Stereochemistry of Acid-Catalyzed Hydration

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.

Preparation of Alcohols via Addition Reactions

Preparation of Alcohols via Addition Reactions

Overview
The acid-catalyzed addition of water to the double bond of alkenes is a large-scale industrial method used to synthesize low-molecular-weight alcohols. An acidic atmosphere is required to allow the hydrogen in the water molecule to act as an electrophile and attack the double bond in an alkene. The addition of a proton to the double bond creates a carbocation intermediate. The proton preferentially bonds to the less substituted end of the double bond to create a more stable carbocation...

Acid-Catalyzed Dehydration of Alcohols to Alkenes

Acid-Catalyzed Dehydration of Alcohols to Alkenes

In a dehydration reaction, a hydroxyl group in an alcohol is eliminated along with the hydrogen from an adjacent carbon. Here, the products are an alkene and a molecule of water. Dehydration of alcohols is generally achieved by heating in the presence of an acid catalyst. While the dehydration of primary alcohols requires high temperatures and acid concentrations, secondary and tertiary alcohols can lose a water molecule under relatively mild conditions.