Video Experimental Relacionado

Updated: Jan 30, 2026

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions

Published on: July 30, 2017

Diamidas oxálicas y terciobutoxido: dos tipos de ligandos que permiten el acceso práctico a éteres de alquilo-arilo a

Zhixiang Chen, Yongwen Jiang, Li Zhang

Journal of the American Chemical Society

|January 29, 2019

Resumen

Un nuevo método prepara eficientemente éteres de alquilo arilo utilizando catálisis de cobre y ligandos especializados. Este robusto protocolo funciona para varios sustratos, incluidos los alcoholes secundarios difíciles y los cloruros de arilo.

Área de la Ciencia:

Química orgánica
Catálisis
Metodología sintética

Sus antecedentes:

Los éteres de alquilo arilo son motivos estructurales importantes en productos farmacéuticos y materiales.
El desarrollo de métodos eficientes y generales para su síntesis sigue siendo un desafío clave en la química orgánica.

Objetivo del estudio:

Desarrollar un protocolo robusto y práctico para la síntesis de éteres de alquilo-arilo.
Explorar el uso de nuevos ligandos en las reacciones de alcoxilación catalizadas por cobre.

Principales métodos:

Alcoxilación catalizada por el cobre de haluros de (hetero) arilo utilizando dos tipos de ligandos.
Utilizando diamidas oxálicas como ligandos para cloruros de arilo y bromuros.
Utilizando el terciobutoxido como ligando para los yoduros de arilo.

Principales resultados:

El protocolo demuestra un amplio alcance del sustrato, alojando a varios socios de acoplamiento.
Se ha logrado con éxito la alcoxilación de alcoholes secundarios difíciles y cloruros de (hetero) arilo.
Síntesis eficiente de éteres de carbohidratos-arilo a partir de derivados de carbohidratos con un alto rendimiento (29-98%).

Conclusiones:

Se ha establecido un método versátil y práctico catalizado por cobre para la síntesis de éter de alquilo arilo.
El protocolo desarrollado ofrece una poderosa herramienta para acceder a diversas estructuras de éter de arilo, incluidos los derivados de carbohidratos complejos.

Más Videos Relacionados

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

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions

Synthesis of a Borylated Ibuprofen Derivative Through Suzuki Cross-Coupling and Alkene Boracarboxylation Reactions

Published on: November 30, 2022

Videos de Conceptos Relacionados

Ethers to Alkyl Halides: Acidic Cleavage

Ethers to Alkyl Halides: Acidic Cleavage

Ethers are generally unreactive and unsuitable for direct nucleophilic substitution reactions since the alkoxy groups are strong bases and, therefore, poor leaving groups. However, ethers readily undergo acidic-cleavage reactions. Ethers can be converted to alkyl halides when heated with strong acids such as HBr and HI in a sequence of two substitution reactions.

Ligand Binding and Linkage

Ligand Binding and Linkage

Allosteric proteins have more than one ligand binding site; the binding of a ligand to any of these sites influences the binding of ligands to the other sites. When a protein is allosteric, its binding sites are called coupled or linked. In the case of enzymes, the site that binds to the substrate is known as the active site and the other site is known as the regulatory site. When a ligand binds to the regulatory site, this leads to conformational changes in the protein that can influence...

Preparation of Alkynes: Alkylation Reaction

Preparation of Alkynes: Alkylation Reaction

Introduction
Alkylation of terminal alkynes with primary alkyl halides in the presence of a strong base like sodium amide is one of the common methods for the synthesis of longer carbon-chain alkynes. For example, treatment of 1-propyne with sodium amide followed by reaction with ethyl bromide yields 2-pentyne.

Coupled Reactions

Coupled Reactions

Cellular processes such as building and breaking down complex molecules occur through stepwise chemical reactions. Some of these chemical reactions are spontaneous and release energy, whereas others require energy to proceed. Cells often couple the energy-releasing reaction with the energy-requiring one to carry out important cell functions.
Energy in adenosine triphosphate or ATP molecules is easily accessible to do work. ATP powers the majority of energy-requiring cellular reactions....

Metal-Ligand Bonds

Metal-Ligand Bonds

The hemoglobin in the blood, the chlorophyll in green plants, vitamin B-12, and the catalyst used in the manufacture of polyethylene all contain coordination compounds. Ions of the metals, especially the transition metals, are likely to form complexes.
In these complexes, transition metals form coordinate covalent bonds, a kind of Lewis acid-base interaction in which both of the electrons in the bond are contributed by a donor (Lewis base) to an electron acceptor (Lewis acid). The Lewis acid in...

Base-Catalyzed Aldol Addition Reaction

Base-Catalyzed Aldol Addition Reaction

As depicted in Figure 1, base-catalyzed aldol addition involves adding two carbonyl compounds in aqueous sodium hydroxide to form a β-hydroxy carbonyl compound.