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α-Acetylene Hydrosilanes as Hydrosilylating Agents for Terminal Arylacetylenes

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Abstract

The hydrosilylation of a number of acetylenes RC≡CH (R, R' = Ph, CH2OPh, CH2SPh) with α-ethynylhydrosilanes Me2SiHCH≡CR' in the presence of H2PtCl6 was investigated. The addition did not occur regioselectively, but was stereospecific and afforded a mixture of α- and trans-β-adducts. The replacement of phenyl substituent by phenoxymethyl both in the molecule of ethynylsilane and the acetylene substrate resulted in growing proportion of the α-adduct in the reaction mixture up to 10-60%.

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Lyashenko, G.S., Medvedeva, A.S., Yazovtsev, I.A. et al. α-Acetylene Hydrosilanes as Hydrosilylating Agents for Terminal Arylacetylenes. Russian Journal of Organic Chemistry 38, 147–149 (2002). https://doi.org/10.1023/A:1015586210217

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