Add time:07/24/2019         Source:sciencedirect.com

The reaction of diphenylketene with tris(trimethylsilyl)silyllithium, followed by hydrolysis of the mixture afforded 2,2-diphenyl-1-trimethylsiloxy-1-[bis(trimethylsilyl)silyl]ethene (1) in 78% yield. Treatment of the silyllithium adduct with chlorotrimethylsilane produced 2,2-diphenyl-1-trimethylsiloxy-1-[tris(trimethylsilyl)silyl]ethene (2) in 74% yield. A similar reaction of diphenylketene with the silyllithium in the presence of 2,3-dimethylbutadiene or isobutene, followed by treatment with chlorotrimethylsilane gave 2 as the sole product. The reaction of methylphenylketene with tris(trimethylsilyl)silyllithium, followed by hydrolysis of the resulting adduct, produced (E)-2-methyl-2-phenyl-1-trimethylsiloxy-1-bis(trimethylsilyl)silylethene in 76% yield, while with di(tert-butyl)ketene, the silyllithium afforded no adduct, but the starting ketene was recovered unchanged. Similar reaction of bis(trimethylsilyl)ketene with the silyllithium gave tetrakis(trimethylsilyl)silane in 54% yield. The X-ray crystallographic study for compound 2 is described.

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