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The role of stereoelectronic factors in the oxidation of phenols

✍ Scribed by David R. Armstrong; Robin J. Breckenridge; Colin Cameron; Derek C. Nonhebel; Peter L. Pauson; Peter G. Perkins

Book ID
104217070
Publisher
Elsevier Science
Year
1983
Tongue
French
Weight
201 KB
Volume
24
Category
Article
ISSN
0040-4039

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✦ Synopsis

The ox&dative coupling of both ~,$dimethylphenol and phenol leads to the ortho-or&o and ortho-s coupled products as the predominant C-C dimers: stereoelectronic factors -determine the preferred moae of approach of the phenoxyl radicals.

Frontier molecular orbital theory suggests that the coupling of resonance-stabilized free radicals should occur preferentially at the sites of highest spin density.1 Evidence

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