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Catalytic syntheses of polycyclic compounds based on norbornadiene in the presence of nickel catalysts

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Abstract

The cycloadditions of olefins containing an electron-withdrawing substituent to norbornadiene are reported. The influence of the substituent and solvent nature on the [2+2+2]-cycloadduct yield and stereoselectivity is elucidated. The competitive cycloaddition of pairs of olefins to norbornadiene is discussed. Hypotheses about the structure of key intermediates of the process are considered. The consistent generalized mechanism for the cycloaddition of unsaturated compounds of various classes to norbornadiene is suggested.

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Authors and Affiliations

  1. Lomonosov State Academy of Fine Chemical Technology, Moscow, 119571, Russia

    I. E. Efros, D. V. Dmitriev & V. R. Flid

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  1. I. E. Efros
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  2. D. V. Dmitriev
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  3. V. R. Flid
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Correspondence to V. R. Flid.

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Original Russian Text © I.E. Efros, D.V. Dmitriev, V.R. Flid, 2010, published in Kinetika i Kataliz, 2010, Vol. 51, No. 3, pp. 391–395.

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Efros, I.E., Dmitriev, D.V. & Flid, V.R. Catalytic syntheses of polycyclic compounds based on norbornadiene in the presence of nickel catalysts. Kinet Catal 51, 370–374 (2010). https://doi.org/10.1134/S0023158410030079

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  • DOI: https://doi.org/10.1134/S0023158410030079

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