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Cation-π Interactions in Organic Synthesis
1Department of Chemistry, Faculty of Science , Ochanomizu University , 2-1-1 Otsuka , Bunkyo-ku , Tokyo 112-8610 , Japan.
Chemical Reviews
|December 4, 2018
Summary
Cation-π interactions, stronger than other π interactions, are key to controlling organic reactions. This review covers diverse organic reactions influenced by cation-π interactions, offering comprehensive insights into their synthetic applications.
Area of Science:
- Organic Chemistry
- Supramolecular Chemistry
Background:
- Cation-π interactions are attractive noncovalent forces between cations and π systems.
- These interactions exhibit stronger binding energies compared to π-π and CH-π interactions.
- They have emerged as significant tools for influencing chemical reactions.
Purpose of the Study:
- To review organic reactions where cation-π interactions control regio- and stereoselectivity.
- To consolidate knowledge on the role of cation-π interactions in organic synthesis.
- To cover historical and recent examples of cation-π interactions in organic reactions.
Main Methods:
- Literature review of organic reactions.
- Analysis of studies predating and post-dating the definition of cation-π interactions (1990).
- Synthesis of comprehensive knowledge on the topic.
Main Results:
- Cation-π interactions significantly influence the selectivity of various organic reactions.
- The review encompasses a broad spectrum of organic transformations.
- Both historical and contemporary applications are discussed.
Conclusions:
- Cation-π interactions are a powerful strategy for controlling selectivity in organic synthesis.
- Understanding these interactions is crucial for designing novel synthetic methodologies.
- This review provides a foundational resource for researchers in the field.
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