Video Experimental Relacionado

Updated: Mar 22, 2026

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes

The Synthesis, Characterization and Reactivity of a Series of Ruthenium N-triphosPh Complexes

Published on: April 10, 2015

Oxidación de cuatro electrones de fenoles a p-benzoquinona por un complejo de nitruro de (salen) rutenio

Jianhui Xie¹, Wai-Lun Man¹, Chun-Yuen Wong¹

¹Department of Biology and Chemistry and Institute of Molecular Functional Materials, City University of Hong Kong , Tat Chee Avenue, Hong Kong, China.

Journal of the American Chemical Society

|April 26, 2016

Resumen

Los complejos de rutenio catalizan una oxidación de cuatro electrones de fenoles, convirtiéndolos en iminas de p-benzoquinona. Esta reacción procede a través de un mecanismo de dos fases que incluye un ataque electrófilo y una transferencia intramolecular de electrones.

Área de la Ciencia:

Química inorgánica
Química orgánica
Catálisis

Sus antecedentes:

Las reacciones de transferencia de electrones acoplados a protones son fundamentales en química y biología.
La oxidación del fenol es relevante para los procesos biológicos y la química sintética.

Objetivo del estudio:

Para investigar la oxidación de cuatro electrones de los fenoles utilizando un complejo de (salen) rutenio.
Para aclarar el mecanismo de esta nueva reacción de oxidación.

Principales métodos:

Se utilizó un complejo de rutenio (salino) y piridina en el metanol para la oxidación del fenol.
Se llevaron a cabo estudios mecanicistas para comprender la vía de reacción.

Principales resultados:

Se logró una oxidación de cuatro electrones de fenoles para formar complejos de imina (salen) rutenio (II) p-benzoquinona.
Se ha identificado un mecanismo de reacción de dos fases que incluye un intermediario Ru.
Ataque electrófilo demostrado por RuN y transferencia de electrones intramolecular.

Conclusiones:

El complejo (salen) rutenio (VI) oxida eficientemente los fenoles a través de un mecanismo único de dos fases.
La reacción produce valiosos productos de imina de p-benzoquinona.
Proporciona información sobre los procesos complejos de redox que involucran catalizadores de rutenio.

Más Videos Relacionados

Facile Preparation of 4-Substituted Quinazoline Derivatives

Facile Preparation of 4-Substituted Quinazoline Derivatives

Published on: February 15, 2016

[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst

[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst

Published on: May 21, 2019

Videos de Conceptos Relacionados

Oxidation of Phenols to Quinones

Oxidation of Phenols to Quinones

In the presence of oxidizing agents, phenols are oxidized to quinones. Quinones can be easily reduced back to phenols using mild reducing agents. The electron-donating hydroxyl group enhances the reactivity of the aromatic ring, enabling oxidation of the ring even in the absence of an α hydrogen.
o-hydroxy phenols are oxidized to o-quinones and p-hydroxy phenols to p-quinones. Such redox reactions involve the transfer of two electrons and two protons. The reversible redox...

Reactions at the Benzylic Position: Oxidation and Reduction

Reactions at the Benzylic Position: Oxidation and Reduction

The benzylic position describes the position of a carbon atom attached directly to a benzene ring. Benzene by itself does not undergo oxidation. In contrast, the benzylic carbon is quite reactive in the presence of strong oxidizing agents such as KMnO4 or H2CrO4. Therefore, alkylbenzenes are readily oxidized to benzoic acid, irrespective of the type of alkyl groups.

Electrophilic Aromatic Substitution: Nitration of Benzene

Electrophilic Aromatic Substitution: Nitration of Benzene

The nitration of benzene is an example of an electrophilic aromatic substitution reaction. It involves the formation of a very powerful electrophile, the nitronium ion, which is linear in shape. The reaction occurs through the interaction of two strong acids, sulfuric and nitric acid.

Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene

Electrophilic Aromatic Substitution: Fluorination and Iodination of Benzene

Bromination and chlorination of aromatic rings by electrophilic aromatic substitution reactions are easily achieved, but fluorination and iodination are difficult to achieve. Fluorine is so reactive that its reaction with benzene is difficult to control, resulting in poor yields of monofluoroaromatic products. To address this, Selectfluor reagent is used as a fluorine source in which a fluorine atom is bonded to a positively charged nitrogen.

Radical Oxidation of Allylic and Benzylic Alcohols

Radical Oxidation of Allylic and Benzylic Alcohols

Activated manganese(IV) oxide can selectively oxidize allylic and benzylic alcohols via a radical intermediate mechanism. Primary allylic alcohols are oxidized to aldehydes, while secondary allylic alcohols yield ketones. The redox reaction of potassium permanganate with an Mn(II) salt such as manganese sulfate (under either alkaline or acidic conditions), followed by thorough drying, yields the oxidizing agent: activated MnO2. While MnO2 is insoluble in the solvents used for the reaction, the...

Benzene to Phenol via Cumene: Hock Process

Benzene to Phenol via Cumene: Hock Process

The synthesis of phenol from benzene via cumene and cumene hydroperoxide is called the Hock process. First, a Friedel–Crafts alkylation reaction of benzene with propene gives cumene. Then cumene forms cumene hydroperoxide via a radical chain reaction. In the chain initiation step, the benzylic hydrogen is abstracted to give a benzylic radical. In the chain propagation step, the benzylic radical reacts with an oxygen diradical to form a cumene hydroperoxide radical. The cumene...