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Quantum-Chemical Calculations of the Reaction of Haloalkynes with Grignard Compounds

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Abstract

Two pathways of the reactions of methylmagnesium bromide with 1-chloro- and 1-bromo-3-methoxymethyl-1-propynes were simulated by the MNDO quantum-chemical method. The calculations predict initial coordination of magnesium to the Cβ atom of the triple bond, which determines predominant nucleophilic substitution of the halogen atom according to the addition-elimination pattern.

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Authors and Affiliations

  1. Ministry of Education and Science of Kazakhstan Republic, Institute of Organic Synthesis and Coal Chemistry, 40 Let Kazakhstana 1, Karaganda, 470061, Kazakhstan

    N. M. Ivanova, V. A. Markus & Z. M. Muldakhmetov

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  1. N. M. Ivanova
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  2. V. A. Markus
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  3. Z. M. Muldakhmetov
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Ivanova, N.M., Markus, V.A. & Muldakhmetov, Z.M. Quantum-Chemical Calculations of the Reaction of Haloalkynes with Grignard Compounds. Russian Journal of Organic Chemistry 37, 603–607 (2001). https://doi.org/10.1023/A:1012419027336

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