Phenylacetylene → Dichloro[(dichlorosilyl)methyl](2-phenylethenyl)silane

Participants

Reaction Steps

Hydrosilation of phenylacetylene with bis(dichlorosilyl)methane in the presence of H2PtCl6. Into the same apparatus as described in Example 1 were placed 25 μl of 0.1 M H2PtCl6 /IPA under nitrogen and the isopropyl alcohol was removed. Then 4.95 g of bis(dichlorosilyl)methane, 20 ml of dried benzene, and 2.5 ml of phenylacetylene were added to the flask and the flask content refluxed for 2 hours. The solvent was removed from the flask at atmospheric pressure and the products distilled at 67 Pa to yield a mixture comprising 3,3,5,5-tetrachloro-1 -phenyl-3,5-disilapent-1 -ene (TCD-GC area 61.3%) and 3,3,5,5-tetrachloro-1,7-diphenyl-3,5-disilahepta-1,6-diene (TCD-GC area 28.1%). 3,3,5,5-Tetrachloro-1-phenyl-3,5-disilapent-1-ene=1H-NMR (CDCl3, ppm): 1.45 (s, 2H, SiCH2Si), 5.71 (s, 1H, SiH), 6.45 (d, J=18.8Hz, 2H, SiCH=CHPh), 7.26-7.53 (m, 7H, CHArH); 3,3,5,5-tetrachloro-1,7-diphenyl-3,5-disilahepta-1,6-diene=1H-NMR (CDCl3, ppm): 1.43 (s, 2H, SiCH2Si), 6.18 (s, 2H, SiCH=CHPh), 7.27-7.47 (m, 7H, CHArH).

Provenance & Evidence