Abstract
The reaction of hydrosilylation of allyl esters XOCH2CH=CH2 (X = MeCO, CF3CO, C3F7CO) and PhOCH2CH=CH2 with hydrosilanes HSiY3 (Y = Cl, OEt) in the presence of the Speier catalyst, the Speier catalyst with additives, and of various nickel complexes was studied. The catalytic hydrosilylation reaction in the presence of the Speier catalyst is accompanied by the reduction. Additives to the Speier catalyst (vinyltriethoxysilane and some ethers) allow to suppress considerably the reduction reaction. In the presence of the studied nickel complexes mainly reduction and isomerization reactions occurred. The best nickel catalysts of hydrosilylation were the mixtures of NiCl2 or Ni(acac)2 with phosphine oxides. In contrast to allyl esters, the hydrosilylation of simple olefins proceeds easier, the content of the product of hydrosilylation in the reaction mixture reaches 94.3%.
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Pomerantseva, M.G., Belyakova, Z.V., Golubtsov, S.A., Zubkov, V.I., Ainshtein, A.A., and Baranova, G.G., Zh. Obshch. Khim., 1972, vol. 42, no. 4, pp. 862–866.
Belyakova, Z.V., Pomerantseva, M.G., and Golubtsov, S.A., Zh. Obshch. Khim., 1977, vol. 44, no. 8, pp. 1780–1784.
Belyakova, Z.V., Pomerantseva, M.G., Bykovchenko, V.G., and Chernyshev, E.A., Zh. Obshch. Khim., 1976, vol. 46, no. 5, pp. 1034–1040.
Khenritsi-Olive, G. and Olive, S., Koordinatsiya i kataliz (Coordination and Catalysis), Moscow: Mir. 1980, p. 203.
Hu Chunye, Yang Ponghua, and Jiang Yingyan, J., Mol. Catal., 1998, vol. 2, no. 1, pp. 38–43; Ref. Zh. Khim., 1990, 10 B 4106.
Japan Patent no. 63179883, 1988; Ref. Zh. Khim., 1990, 5 N 181P.
Wilkinson, G., Comperative Organometallic Chemistry, New York: Pergamon Press, 1986, vol. 6, p.160.
Moldavskaya, N.A., Skvortsov, N.K., Voloshina, N.F., and Reikhsfel’d, V.O., Zh. Obshch. Khim., 1981, vol. 51, no. 7, pp. 1621–1624.
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Original Russian Text © Z.V. Belyakova, M.G. Pomerantseva, L.A. Efimova, E.A. Chernyshev, P.A. Storozhenko, 2010, published in Zhurnal Obshchei Khimii, 2010, Vol. 80, No. 4, pp. 568–572.
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Belyakova, Z.V., Pomerantseva, M.G., Efimova, L.A. et al. Effect of catalysts on the reaction of allyl esters with hydrosilanes. Russ J Gen Chem 80, 728–733 (2010). https://doi.org/10.1134/S1070363210040079
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DOI: https://doi.org/10.1134/S1070363210040079