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Catalytic transformations of mono- and bis-silyl substituted norbornadienes

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Abstract

Transformations of 2-trimethylsilylnorbornadiene-2,5 (SNBD) and 2,3-bis(trimethylsilyl)norbornadiene-2,5 (DSNBD) under metathesis and addition polymerization conditions were studied. In the presence of the WCl6/1,1,3,3-tetramethyldisilacyclobutane-1,3 and Cl2(PCy3)2Ru=CHPh catalysts, high-molecular-mass silicon-substituted poly(cyclopentylidene vinylene)s were obtained with yields up to 98%. Under addition polymerization conditions, SNBD and DSNBD dimerized on the nickel(II) naphthenate-methyl alumoxane catalyst to give pentacyclic dimers. Three dimers were detected in the case of SNBD, whereas the exo-trans-exo-cyclodimer alone was exclusively produced from DSNBD. Being inactive in addition homopolymerization, both SNBD and DSBND take part in addition copolymerization with norbornene.

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Authors and Affiliations

  1. Topchiev Institute of Petrochemical Synthesis, Russian Academy of Sciences, Leninskii pr. 29, Moscow, 119991, Russia

    M. L. Gringolts, M. V. Bermeshev & E. Sh. Finkelshtein

  2. Nesmeyanov Institute of Organoelemental Compounds, Russian Academy of Sciences, ul. Vavilova 28, Moscow, 119991, Russia

    Yu. V. Nelyubina

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  1. M. L. Gringolts
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  2. M. V. Bermeshev
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  3. Yu. V. Nelyubina
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  4. E. Sh. Finkelshtein
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Correspondence to M. L. Gringolts.

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Original Russian Text © M.L. Gringolts, M.V. Bermeshev, Yu.V. Nelyubina, E.Sh. Finkelshtein, 2009, published in Neftekhimiya, 2009, Vol. 49, No. 5, pp. 389–396.

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Gringolts, M.L., Bermeshev, M.V., Nelyubina, Y.V. et al. Catalytic transformations of mono- and bis-silyl substituted norbornadienes. Pet. Chem. 49, 369–376 (2009). https://doi.org/10.1134/S0965544109050053

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