The electronic effect of XMe3 and CH2XMe3(X = Si, Ge, Sn, or Pb) substituents in organometallic sulphides. A kinetic and photoelectron spectroscopic study
- 1 January 1976
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 2
- No. 3,p. 306-309
- https://doi.org/10.1039/p29760000306
Abstract
For organometallic sulphides p-Me3XC6H4SMe (I), p-Me3XCH2C6H4 SMe (II), and PhSCH2XMe3(III)(X = Si, Ge. Sn, or Pb) the oxidation rates with perbenzoic acid have been measured spectrophotometrically at 25° and compared with the ionization energies obtained by u.v. photoelectron spectroscopy measurements. From the results obtained for sulphides (I), +I, (p→d)π and hyperconjugative contributions almost cancel out; for series (II) and (III) however the electron-releasing character of the CH2XMe3 group confirms the importance of C-metal hyperconjugation. Solvent effects on the oxidation rates of the title compounds have also been studied and are discussed in detail.Keywords
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