Oxidation of ruthenium(II) acetylides trans -[Cl(dppe) 2 Ru−C⋮C−CHR 2 ] (R = H, CH 3, Ph) leads to cationic radicals of which the stability is found to be highly influenced by the nature of R. This oxidative process leads to a stable cationic radical (R = CH 3, H) or to its rearrangement into a neutral radical, trans -[Cl(dppe) 2 Ru−C⋮C−C • (R) 2 ] for R = Ph. This unprecedented γ-elimination of a proton provides both the allenylidene trans -[Cl(dppe) 2 Ru C C CR 2 ]PF 6 and the vinylidene trans -[Cl(dppe) 2 Ru C CH−CHR 2 ]PF 6 . The allenylidene can be selectively obtained from the acetylide in the presence of a base.
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Rigaut et al. (2002) studied this question.
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