Search research articles

ABOUT JoVE

Overview Leadership Blog JoVE Help Center

AUTHORS

Publishing Process Editorial Board Scope & Policies Peer Review FAQ Submit

LIBRARIANS

Testimonials Subscriptions Access Resources Library Advisory Board FAQ

RESEARCH

JoVE Journal Methods Collections JoVE Encyclopedia of Experiments Archive

EDUCATION

JoVE Core JoVE Business JoVE Science Education JoVE Lab Manual Faculty Resource Center Faculty Site

Terms & Conditions of Use

Related Concept Videos

Aryldiazonium Salts to Azo Dyes: Diazo Coupling

Aryldiazonium Salts to Azo Dyes: Diazo Coupling

The reaction of weakly electrophilic aryldiazonium (also called arenediazonium) salts with highly activated aromatic compounds leads to the formation of products with an —N=N— link, called an azo linkage. This reaction, presented in Figure 1, is known as diazo coupling and occurs without the loss of the nitrogen atoms of the aryldiazonium salt. Highly activated aromatic compounds such as phenols or arylamines favor the diazo coupling reaction. The coupling generally occurs at the...

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.

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...

Properties of Organometallic Compounds

Properties of Organometallic Compounds

Organometallic compounds are compounds that contain a carbon–metal bond. Carbon belongs to an organyl group like alkyl, aryl, allyl, or benzyl groups. The metal can be from Group I or Group II of the periodic table, a transition metal, or a semimetal.

Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction

Alkenes via Reductive Coupling of Aldehydes or Ketones: McMurry Reaction

The radical dimerization of ketones or aldehydes gives vicinal diols through a pinacol coupling reaction. However, the behavior of titanium metals used for the reaction as a source of electrons is unusual. When the reaction is carried out in the presence of titanium, diols can be isolated at low temperatures. Else titanium further reacts with diols, forming alkenes through the McMurry reaction.

Crossed Aldol Reactions: Overview

Crossed Aldol Reactions: Overview

Crossed aldol addition is the reaction between two different carbonyl compounds under acidic or basic conditions. Here, both the carbonyl compounds function as nucleophiles and electrophiles. As shown in Figure 1, such a reaction yields a mixture of products, two of which are formed via self-condensation, while the remaining two are formed via crossed-condensation. Without adjustment, the reaction's usefulness in organic chemistry is decreased.

You might also read

Related Articles

Articles linked to this work by shared authors, journal, and citation graph.

Sort by

Same author

Supramolecular purification of mono-adamantane mixtures <i>via</i> stabilized three-shell Matryoshka assemblies.

Chemical science·2026

Same author

A pH-Responsive Cu-Corrole-Based Cage That Reversibly Encapsulates Fullerene in a Shapeshifting Low-Symmetry Cavity.

Journal of the American Chemical Society·2026

Same author

Supramolecular Control of Fullerene Recognition and Reactivity through Nanocapsule Confinement.

Accounts of chemical research·2026

Same author

Selective CO<sub>2</sub> Electroreduction to CO by an Organometallic Nickel Catalyst Featuring a C<sub>3</sub>-Symmetric Tris(Phosphino)Alkyl Ligand.

ACS catalysis·2026

Same author

A Crystalline In(II) Hydride.

Journal of the American Chemical Society·2026

Same author

Light-Induced Rotation of a Molecular Motor in the Confined Space of a Metal-Organic Nanocage.

Journal of the American Chemical Society·2026

Search research articles

Related Experiment Video

Updated: Aug 27, 2025

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

Well-Defined Aryl-Fe^II Complexes in Cross-Coupling and C-H Activation Processes.

Carla Magallón¹, Oriol Planas¹, Steven Roldán-Gómez¹

¹Institut de Química Computacional i Catàlisi (IQCC) and Departament de Química, Universitat de Girona, Campus Montilivi, Girona E-17003, Catalonia, Spain.

Organometallics

|September 26, 2022

Summary

This study reveals the organometallic reactivity of iron within a macrocyclic ligand, enabling aryl-Fe intermediates crucial for cross-coupling and C-H functionalization. Researchers synthesized and characterized novel iron complexes, demonstrating their catalytic potential.

More Related Videos

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

[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

Related Experiment Videos

Last Updated: Aug 27, 2025

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

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

[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

Area of Science:

Organometallic Chemistry
Iron Catalysis
Macrocyclic Ligand Design

Background:

Aryl-iron species are vital intermediates in iron-catalyzed cross-coupling and C-H functionalization.
Stabilizing these reactive intermediates is key to advancing iron catalysis.

Purpose of the Study:

To explore the intrinsic organometallic reactivity of iron within a tetradentate N3C macrocyclic ligand.
To synthesize and characterize novel aryl-iron complexes and investigate their catalytic applications.

Main Methods:

Synthesis of aryl-FeII complexes using light irradiation and moderate heating.
Characterization through spectroscopic methods and X-ray crystallography.
Investigation of C-H activation, biaryl C-C coupling, and cross-coupling reactions.

Main Results:

Successful synthesis of aryl-FeII complexes [FeII(Br)(L)(CO)] and [FeII(L)(CO)2]Br.
Characterization of rare low-spin diamagnetic iron species.
Demonstration of C-H activation and cross-coupling reactions.

Conclusions:

The tetradentate N3C macrocyclic ligand effectively stabilizes aryl-Fe species.
These iron complexes exhibit intrinsic reactivity applicable to C-H functionalization and cross-coupling reactions.
The study provides insights into the fundamental reactivity of iron in organometallic catalysis.