Abstract
A Friedel-Crafts benzylation of arenes with benzyl fluorides has been developed. The reaction produces 1,1-diaryl alkanes in good yield under mild conditions without the need for a transition metal or a strong Lewis acid. A mechanism involving activation of the C-F bond through hydrogen bonding is proposed. This mode of activation enables the selective reaction of benzylic C-F bonds in the presence of other benzylic leaving groups.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 13835-13839 |
| Number of pages | 5 |
| Journal | Angewandte Chemie - International Edition |
| Volume | 53 |
| Issue number | 50 |
| DOIs | |
| State | Published - Oct 10 2014 |
| Externally published | Yes |
All Science Journal Classification (ASJC) codes
- Catalysis
- General Chemistry
Keywords
- Arenes
- Benzyl fluorides
- C-F activation
- Friedel-Crafts reaction
- Hydrogen bonds
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