Reactions of oxidation of sterically hindered silicon-containing phenols in the presence of molecular oxygen
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In the oxidation of shielded silicon-containing phenols by one-electron oxidizing agents in the presence of molecular oxygen, stable aroxyls are formed, which react further along two pathways: they are rearranged and dimerized, giving substituted siloxydiphenyls, and they are oxidized to the peroxide of 4,4′-bicyclohexadienone.
Oxidation in the presence of a copper-pyridine catalyst is specific, consisting of stripping of an alkyl substituent from the para-position and the formation of substituted 1,4-benzoquinones. The second pathway of the process is dimerization of the rearranged aroxyls with the formation of siloxydiphenyls.
KeywordsOxidation Oxygen Peroxide Phenol Molecular Oxygen
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