Abstract
The oxidation of benzylic groups to the corresponding carboxylic acid functionality by dioxygen is mediated by a combination of nitrogen oxides and selenium dioxide (SeO2). Substrates examined include alkylnaphthalenes and alkylpyridines. The aldehyde appears to be an intermediate in the reaction. Mechanistic studies suggest that the rate-determining step is hydrogen atom abstraction by nitrogen dioxide (NO2) to form the benzyl radical. Selenium dioxide subsequently oxidizes this radical to the desired product.
Original language | English (US) |
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Pages (from-to) | 63-70 |
Number of pages | 8 |
Journal | Journal of Molecular Catalysis A: Chemical |
Volume | 201 |
Issue number | 1-2 |
DOIs | |
State | Published - Jul 1 2003 |
All Science Journal Classification (ASJC) codes
- Catalysis
- Process Chemistry and Technology
- Physical and Theoretical Chemistry