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Updated: Sep 2, 2025
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Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
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N-Silylamines in catalysis: synthesis and reactivity
Vani Verma1, Ana Koperniku2, Peter M Edwards1
1Department of Chemistry, The University of British Columbia, 2036 Main Mall, Vancouver, BC V6T 1Z1, Canada. schafer@chem.ubc.ca.
Chemical Communications (Cambridge, England)
|August 5, 2022
Summary
Catalytic synthesis of N-silylated amines offers versatile routes for creating C-N and C-C bonds. These compounds provide unique reactivity and facile cleavage for amine product release.
Area of Science:
- Organic Chemistry
- Catalysis
- Organosilicon Chemistry
Background:
- N-silylated amines are versatile intermediates in organic synthesis.
- Traditional methods for amine functionalization can be limited.
- Catalytic approaches offer efficient alternatives for amine derivatization.
Purpose of the Study:
- To summarize the catalytic synthesis of N-silylated amines.
- To review the reactivity of N-silylated amines and related compounds.
- To highlight the advantages of N-silylated amines in chemical transformations.
Main Methods:
- Catalytic dehydrocoupling of amines with silanes.
- Catalytic hydrosilylation of imines.
- Catalytic dealkenylative coupling of amines with vinylsilanes.
Main Results:
- Established three key catalytic methods for synthesizing N-silylated amines.
- Demonstrated the utility of N-silylated amines as substrates in C-N and C-C bond-forming reactions.
- Highlighted the facile hydrolytic cleavage of the Si-N bond for product isolation.
Conclusions:
- N-silylated amines exhibit distinct electronic properties and complementary reactivity compared to non-silylated analogs.
- Catalytic synthesis provides efficient access to N-silylated amines.
- The facile cleavage of the Si-N bond makes N-silylated amines valuable synthetic intermediates.
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