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Issue 3, 1976
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The electronic effect of XMe3 and CH2XMe3(X = Si, Ge, Sn, or Pb) substituents in organometallic sulphides. A kinetic and photoelectron spectroscopic study

Francesco Paolo Colonna,  Roberto Danieli,  Giuseppe Distefano  and  Alfredo Ricci 

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.

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Article type: Paper
DOI: 10.1039/P29760000306
Citation: J. Chem. Soc., Perkin Trans. 2, 1976,0, 306-309
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    The electronic effect of XMe3 and CH2XMe3(X = Si, Ge, Sn, or Pb) substituents in organometallic sulphides. A kinetic and photoelectron spectroscopic study

    F. P. Colonna, R. Danieli, G. Distefano and A. Ricci, J. Chem. Soc., Perkin Trans. 2, 1976, 0, 306
    DOI: 10.1039/P29760000306

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