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Updated: Mar 4, 2026

Imine Metathesis by Silica-Supported Catalysts Using the Methodology of Surface Organometallic Chemistry
Published on: October 18, 2019
Mechanistic Study of Arylsilane Oxidation through 19F NMR Spectroscopy
Elizabeth J Rayment1, Aroonroj Mekareeya1, Nick Summerhill2
1Chemistry Research Laboratory, University of Oxford , 12 Mansfield Road, Oxford, OX1 3TA, United Kingdom.
Abstract:
The mechanism of the oxidation of arylsilanes to phenols has been investigated using 19F NMR spectroscopy. The formation of silanols in these reactions results from a rapid background equilibrium between silanol and alkoxysilane; the relative rates of reaction of these species was evaluated by modeling of concentration profiles obtained through 19F NMR spectroscopic reaction monitoring. Combining these results with a study of initial rates of phenol formation, and of substituent electronic effects, a mechanistic picture involving rapid and reversible formation of a pentavalent peroxide ate complex, prior to rate-limiting aryl migration, has evolved.
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