Abstract
Superoxide anion is generated from aromatic radical anions produced in nucleophilic aromatic photosubstitutions when the reactions are carried out in non-deoxygenated solutions of polar aprotic solvents. Superoxide anion thus generated displaces cyanide anion from acetonitrile and benzyl cyanide, ethoxide anion from ethyl acetate, and methanesulfenate anion from dimethyl sulfoxide. Hence, non-deoxygenated polar aprotic solvents should be avoided in nucleophilic aromatic photosubstitution reactions.
| Original language | English |
|---|---|
| Pages (from-to) | 966-969 |
| Journal | Canadian Journal of Chemistry |
| Volume | 76 |
| Issue number | 6 |
| DOIs | |
| Publication status | Published - 1 Jan 1998 |
Keywords
- Fluoride
- Nucleophilic aromatic photosubstitution
- Superoxide