Abstract
DFT calculations suggest that the unexpected meta product in the copper-catalyzed arylation of anilide is formed via a Heck-like four-membered-ring transition state involving a CuIII-Ph species. A competitive electrophilic substitution mechanism delivers the ortho product when a methoxy group is present at the meta position of pivanilide. A series of experiments including kinetic studies support the involvement of a Cu I catalyst.
| Original language | English (US) |
|---|---|
| Pages (from-to) | 7668-7671 |
| Number of pages | 4 |
| Journal | Journal of the American Chemical Society |
| Volume | 133 |
| Issue number | 20 |
| DOIs | |
| State | Published - May 25 2011 |
All Science Journal Classification (ASJC) codes
- Catalysis
- General Chemistry
- Biochemistry
- Colloid and Surface Chemistry
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