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Reaction of unsaturated nitriles with hydrosilanes

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Abstract

Reaction of acrylonitrile and 1,4-dicyanobut-1-ene with hydrosilanes in the presence of various catalysts was studied. In the presence of triallylamine, allyl-bis(triethoxypropyl)amine, diallylaminopropyltriethoxysilane, HMPA, NiCl2 + 2MePh2PO, CuCl + 2MePh2PO, [(Me2N)2CCl]2CuCl4, and [(Me2N)2CCl]2PtCl6, the addition of trichlorosilane to acrylonitrile proceeded with the yield of 36 to 97%. Triethoxy- and tributoxysilane were added to acrylonitrile in the presence of rhodium dicarbonyl acetylacetonate with the formation of α-isomer in 56–58% yield. Attempted addition of hydrosilanes to 1,4-dicyanobutene failed.

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Correspondence to Z. V. Belyakova.

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Original Russian Text © Z.V. Belyakova, M.G. Pomerantseva, E.N. Chekrii, E.A. Chernyshev, P.A. Storozhenko, 2010, published in Zhurnal Obshchei Khimii, 2010, Vol. 80, No. 5, pp. 757–759.

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Belyakova, Z.V., Pomerantseva, M.G., Chekrii, E.N. et al. Reaction of unsaturated nitriles with hydrosilanes. Russ J Gen Chem 80, 927–929 (2010). https://doi.org/10.1134/S1070363210050105

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  • DOI: https://doi.org/10.1134/S1070363210050105

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