Reactions of group IV organometallic compounds. Part XIX. Substituent effects on the rate of trimethylsilyl migration in substituted NO-bis(trimethylsilyl)benzimidates
- 1 January 1970
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society B: Physical Organic
- p. 302-304
- https://doi.org/10.1039/j29700000302
Abstract
The rate of interconversion of the trimethylsilyl group in five para-substituted NO-bis(trimethylsilyl)benzimidates was determined by means of n.m.r. spectrometry in trichloroethylene. Electron-donating substituents on the aryl group were found to favour the intramolecular transfer of the trimethylsilyl group with Hammett's ρ=– 1·05. Interconversion of trimethylsilyl groups in NO-bis(trimethylsilyl)benzimidates therefore occurred through the corresponding NN-bis(trimethylsilyl)benzamides.Keywords
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