Related Experiment Video
Updated: May 30, 2026

Efficient Synthesis of All-Carbon Quaternary Centers via the Conjugate Addition of Functionalized Monoorganozinc Bromides
Published on: May 26, 2019
Transition-metal catalyzed C-C bond formation using organobismuth compounds
Shigeru Shimada1, Maddali L N Rao
1National Institute of Advanced Industrial Science and Technology, Ibaraki, Japan. s-shimada@aist.go.jp
Organobismuth compounds, particularly triarylbismuths, are effective reagents in transition-metal catalyzed carbon-carbon bond formation. Heterocyclic organobismuths also show promise for these synthetic transformations.
Area of Science:
- Organometallic Chemistry
- Organic Synthesis
Background:
- Organobismuth(III) and organobismuth(V) compounds are increasingly utilized in organic synthesis.
- Transition-metal catalysis is a key area for developing novel synthetic methodologies.
Purpose of the Study:
- To review the application of organobismuth compounds in C-C bond forming reactions.
- To highlight the versatility of triarylbismuths and the potential of heterocyclic organobismuths.
Main Methods:
- Literature review of reactions involving organobismuth reagents.
- Analysis of transition-metal catalyzed C-C bond forming reactions.
Main Results:
- Triarylbismuths are frequently employed, with all three aryl groups participating in C-C bond formation.
- Various C-C bond forming reactions have been successfully achieved using these reagents.
Conclusions:
- Organobismuth compounds are valuable tools for constructing carbon-carbon bonds.
- Heterocyclic organobismuth compounds represent a promising area for future synthetic development.
More Related Videos
09:37Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
09:45Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
Published on: March 20, 2017
Related Concept Videos
Properties of Organometallic Compounds
Radical Substitution: Hydrogenolysis of Alkyl Halides with Tributyltin Hydride
The bonds formed in this reaction are stronger than the bonds broken, making it energetically favorable. The reaction follows a radical chain mechanism similar to radical halogenation reactions,...
Hydroboration-Oxidation of Alkenes
Olefin Metathesis Polymerization: Overview
Ruthenium-based Grubbs catalyst is the most commonly used catalyst for olefin metathesis polymerization. Grubbs catalyst consists of a...
Radical Substitution: Allylic Bromination
Preparation and Reactions of Sulfides