1,2-Migrations onto Gold Carbene Centers
Tao Wang1, A Stephen K Hashmi2,3
1Key Laboratory of Applied Surface and Colloid Chemistry, Ministry of Education, School of Chemistry and Chemical Engineering, Shaanxi Normal University, No. 620 West Chang'an Avenue, Xi'an 710119, China.
This review comprehensively covers 1,2-migrations onto gold carbene centers, a powerful method for building molecular complexity. It analyzes migratory aptitudes, offering critical insights into this underappreciated area of homogeneous gold catalysis.
Area of Science:
- Organometallic Chemistry
- Catalysis
- Organic Synthesis
Background:
- Gold carbenes are key intermediates in homogeneous gold catalysis.
- They facilitate diverse reactions including C-H/X-H insertions, cyclopropanations, and 1,2-migrations.
- 1,2-migrations onto gold carbenes are powerful for constructing molecular complexity but less studied.
Purpose of the Study:
- To provide a comprehensive review of 1,2-migrations onto gold carbene centers.
- To critically analyze existing literature on this transformation.
- To draw preliminary conclusions on the migratory aptitude of different groups.
Main Methods:
- Literature review of 1,2-migrations in gold carbene chemistry.
- Categorization of reactions based on carbene precursors.
- Analysis of migratory aptitudes of various substituents.
Main Results:
- Detailed overview of 1,2-migrations onto gold carbene centers.
- Identification of trends and factors influencing migratory aptitude.
- Compilation of a critical resource for researchers in the field.
Conclusions:
- 1,2-migrations onto gold carbenes are a versatile tool for organic synthesis.
- Further research is warranted to fully explore this underappreciated reaction class.
- This review establishes a foundation for understanding migratory preferences in gold carbene chemistry.
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