Related Experiment Video
Updated: Jun 28, 2025
![[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F59739.jpg&w=3840&q=50)
[DPEPhosbcpCu]PF6: A General and Broadly Applicable Copper-Based Photoredox Catalyst
Published on: May 21, 2019
Nickel-catalyzed C(sp2)-C(sp3) coupling via photoactive electron donor-acceptor complexes
Salman Alsharif1, Chen Zhu1,2, Xiushan Liu3
1KAUST Catalysis Center, KCC, King Abdullah University of Science and Technology, KAUST, Thuwal 23955-6900, Saudi Arabia. magnus.rueping@kaust.edu.sa.
A new nickel-catalyzed reaction uses a photoactive complex to efficiently form carbon-carbon bonds between aryl bromides and alkyl iodides without external photocatalysts.
Area of Science:
- Organic Chemistry
- Catalysis
- Photochemistry
Background:
- Cross-coupling reactions are vital for forming carbon-carbon bonds.
- Developing efficient methods for C(sp2)-C(sp3) bond formation remains a challenge.
- Photocatalysis offers a sustainable approach to organic transformations.
Purpose of the Study:
- To develop a novel Ni-catalyzed reductive cross-coupling reaction.
- To achieve C(sp2)-C(sp3) bond formation using a photoactive electron donor-acceptor (EDA) complex.
- To enable this transformation without the need for external photocatalysts.
Main Methods:
- Nickel-catalyzed reductive cross-coupling.
- Utilizing a photoactive electron donor-acceptor (EDA) complex.
- Photo-induced reaction conditions.
- UV-vis spectroscopy for mechanistic studies.
Main Results:
- Successful C(sp2)-C(sp3) bond construction.
- Broad substrate scope including diverse aryl bromides and primary/secondary alkyl iodides.
- Application to natural product derivatives.
- Demonstrated efficiency in the absence of external photocatalysts.
Conclusions:
- A novel and efficient Ni-catalyzed reductive cross-coupling reaction has been developed.
- The photoactive EDA complex facilitates the photo-induced C(sp2)-C(sp3) bond formation.
- This method offers a promising alternative for synthesizing complex organic molecules.
Related Concept Videos
Photochemical Electrocyclic Reactions: Stereochemistry
Selection Rules: Photochemical Activation
Vicinal Diols via Reductive Coupling of Aldehydes or Ketones: Pinacol Coupling Overview
Cycloaddition Reactions: MO Requirements for Photochemical Activation
Thermal and Photochemical Electrocyclic Reactions: Overview
Cycloaddition Reactions: Overview
Aryldiazonium Salts to Azo Dyes: Diazo Coupling
![Cercosporin-Photocatalyzed [4+1]- and [4+2]-Annulations of Azoalkenes Under Mild Conditions](/_next/image?url=https%3A%2F%2Fcloudfront.jove.com%2FCDNSource%2Fteasers%2F60786.jpg&w=3840&q=50)
