Base-catalyzed oxygenation of tert-butylated phenols. 4. Mechanism of base-catalyzed ortho regioselective dioxygen incorporation into 4-aryl-2,6-di-tert-butylphenols
β Scribed by Nishinaga, Akira; Shimizu, Tadashi; Fujii, Tomoyuki; Matsuura, Teruo
- Book ID
- 126944356
- Publisher
- American Chemical Society
- Year
- 1980
- Tongue
- English
- Weight
- 272 KB
- Volume
- 45
- Category
- Article
- ISSN
- 0022-3263
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The selective formation of e-quinols in the Co(Salpr)-catalyzed oxygenation of 4-alkyl-2,6-di-t-butylphenols in MeOH has been found to involve the rate determining reduction of peroxy-R-quinolato Co(II1) complex formed in the initial fast step. An ionic mechanism of the reduction of the O-O bond in
## Abstract 2,6βDiβ__tert__βbutylβ4βiodophenol (1) does not react to the keto carbene 4 under strongly basic conditions and exclusion of oxygen, in contrast to a report in the literature. In the presence of oxygen, however, oxidation takes place. Reaction times and product pattern strongly depend o