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Structure and thermodynamic stability of new alkyl-vinyl derivative of platinum(IV) – possible intermediate of C(sp 2)—C(sp 3) coupling

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Theoretical and Experimental Chemistry Aims and scope

Iodide complexes of PtII with an excess of I− in acetone solution react with methyl iodide and ethyl phenylpropiolate reversibly with the formation of the methyl-vinyl derivative with mutual cis orientation of the organic ligands. The reaction includes two stages: Oxidative addition of methyl iodide to PtII with the intermediate formation of a methyl derivative of PtIV and iodoplatination by the latter at the C—C triple bond of the alkyne. The regioselectivity of iodoplatination agrees formally with the Markovnikov rule.

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The work was carried out with support from the National Academy of Sciences of Ukraine (grant No. 0111U009945). The authors express their sincere gratitude to Corresponding Member of the Russian Academy of Sciences V. P. Ananikov for affording the possibility of recording the mass and NMR spectra.

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Authors and Affiliations

  1. L. M. Litvinenko Institute of Physical Organic Chemistry and Coal Chemistry, National Academy of Sciences of Ukraine, Vul. R. Luxemburg, 70, Donets’k, 83114, Ukraine

    S. A. Mitchenko, O. V. Khazipov & T. V. Krasnyakova

  2. Taras Shevchenko Lugans’k National University, Vul. Oboronna, 2, Lugans’k, 91011, Ukraine

    T. V. Krasnyakova

Authors
  1. S. A. Mitchenko
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  2. O. V. Khazipov
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  3. T. V. Krasnyakova
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Correspondence to S. A. Mitchenko.

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Translated from Teoreticheskaya i Éksperimental’naya Khimiya, Vol. 48, No. 4, pp. 230-234, July-August, 2012.

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Mitchenko, S.A., Khazipov, O.V. & Krasnyakova, T.V. Structure and thermodynamic stability of new alkyl-vinyl derivative of platinum(IV) – possible intermediate of C(sp 2)—C(sp 3) coupling. Theor Exp Chem 48, 246–251 (2012). https://doi.org/10.1007/s11237-012-9268-4

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  • DOI: https://doi.org/10.1007/s11237-012-9268-4

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