Video Experimental Relacionado

Updated: Mar 3, 2026

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

Desoxigenación de éteres para formar enlaces carbono-carbono a través de la catálisis del níquel

Zhi-Chao Cao¹, Zhang-Jie Shi^1,2,3

¹College of Chemistry and Molecular Engineering, Peking University , Beijing 100871, China.

Journal of the American Chemical Society

|April 27, 2017

Resumen

Los investigadores desarrollaron un método catalizado por níquel para formar enlaces carbono-carbono eliminando el oxígeno de los éteres. Este proceso eficiente crea enlaces carbono-carbono sp3-sp3 con una amplia tolerancia de grupo funcional.

Área de la Ciencia:

Química orgánica
Catálisis

Sus antecedentes:

La formación de enlaces carbono-carbono es crucial en la síntesis orgánica.
La escisión del éter normalmente requiere condiciones duras o grupos funcionales específicos.

Objetivo del estudio:

Desarrollar un método eficiente y económico para la construcción de enlaces carbono-carbono sp3-sp3.
Para lograr la activación del doble enlace carbono-oxígeno en éteres mediante la catálisis del níquel.

Principales métodos:

Reacción catalizada por níquel con el uso de reductores.
Extrusión del átomo de oxígeno de sustratos de éter.
Estrategia de activación de doble C-O.

Principales resultados:

Construcción exitosa de enlaces carbono-carbono a través de la extrusión de átomos de éter O.
Se ha demostrado una buena tolerancia funcional del grupo.
Estableció una ruta sintética muy económica.

Conclusiones:

El protocolo desarrollado ofrece una vía novedosa y eficiente para la formación de enlaces C-C sp3-sp3.
Esta activación dual de éteres catalizados por níquel es una adición valiosa a la química orgánica sintética.

Más Videos Relacionados

Tuning the Acidity of Pt/ CNTs Catalysts for Hydrodeoxygenation of Diphenyl Ether

Tuning the Acidity of Pt/ CNTs Catalysts for Hydrodeoxygenation of Diphenyl Ether

Published on: August 17, 2019

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions

Mizoroki-Heck Cross-coupling Reactions Catalyzed by Dichloro{bis[1,1',1''-phosphinetriyltripiperidine]}palladium Under Mild Reaction Conditions

Published on: March 20, 2014

Videos de Conceptos Relacionados

Catalysis

Catalysis

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.

Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids

Oxidation of Alkenes: Anti Dihydroxylation with Peroxy Acids

Diols are compounds with two hydroxyl groups. In addition to syn dihydroxylation, diols can also be synthesized through the process of anti dihydroxylation. The process involves treating an alkene with a peroxycarboxylic acid to form an epoxide. Epoxides are highly strained three-membered rings with oxygen and two carbons occupying the corners of an equilateral triangle. This step is followed by ring-opening of the epoxide in the presence of an aqueous acid to give a trans diol.

Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview

Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview

Wilhelm Rudolph Fittig discovered the pinacol coupling reaction in 1859. It is a radical dimerization reaction and involves the reductive coupling of aldehydes or ketones in the presence of hydrocarbon solvent to yield vicinal diols.

Preparation of Epoxides

Preparation of Epoxides

Overview
Epoxides result from alkene oxidation, which can be achieved by a) air, b) peroxy acids, c) hypochlorous acids, and d) halohydrin cyclization.
Epoxidation with Peroxy Acids
Epoxidation of alkenes via oxidation with peroxy acids involves the conversion of a carbon–carbon double bond to an epoxide using the oxidizing agent meta-chloroperoxybenzoic acid, commonly known as MCPBA. Since the O–O bond of peroxy acids is very weak, the addition of electrophilic oxygen of peroxy acids to...

Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide

Oxidation of Alkenes: Syn Dihydroxylation with Osmium Tetraoxide

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.

Ethers from Alkenes: Alcohol Addition and Alkoxymercuration-Demercuration

Ethers from Alkenes: Alcohol Addition and Alkoxymercuration-Demercuration

Overview
Ethers can also be prepared from alkenes through acid-catalyzed addition of alcohols and alkoxymercuration–demercuration.
Preparation of Ethers by Acid-Catalyzed Addition of Alcohol to Alkenes
The acid-catalyzed addition of alcohol to an alkene involves treating the alkene with an excess of alcohol in the presence of an acid catalyst to form an ether under suitable conditions. The hydrogen will add to the less substituted carbon so that the nucleophile can attack the more substituted...