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On the Two-Route Mechanism of the Reaction of 1-Alkenes with EtMgX Catalyzed by TaCl5

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Abstract

The reaction of 1-alkenes with C2D5MgBr in the presence of TaCl5 has been studied. Basing on the distribution of the deuterium label in the alkyl chain of the regioisomeric organomagnesium compounds, a tentative mechanism of their formation as key intermediates of 3-substituted tantalocyclopentanes has been proposed. The energy profiles of the reactions of carbomagnesation and β-reductive magnesaethylation of 1-alkenes have been obtained using the DFT method.

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Authors and Affiliations

  1. Ufa State Petroleum Technical University, ul. Kosmonavtov 1, Ufa, 450062, Russia

    R. M. Sultanov, F. Sh. Khafizov, I. V. Ozden & N. V. Shutov

  2. Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, pr. Oktyabrya 141, Ufa, 450075, Russia

    D. Sh. Sabirov & U. M. Dzhemilev

Authors
  1. R. M. Sultanov
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  2. F. Sh. Khafizov
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  3. I. V. Ozden
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  4. N. V. Shutov
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  5. D. Sh. Sabirov
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  6. U. M. Dzhemilev
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Correspondence to R. M. Sultanov.

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Sultanov, R.M., Khafizov, F.S., Ozden, I.V. et al. On the Two-Route Mechanism of the Reaction of 1-Alkenes with EtMgX Catalyzed by TaCl5. Russ J Gen Chem 89, 647–652 (2019). https://doi.org/10.1134/S1070363219040029

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  • DOI: https://doi.org/10.1134/S1070363219040029

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