Oxidation of ruthenium(II) acetylides trans-[Cl(dppe)2Ru−C⋮C−CHR2] (R = H, CH3, 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 = CH3, H) or to its
rearrangement into a neutral radical, trans-[Cl(dppe)2Ru−C⋮C−C•(R)2] for R = Ph. This
unprecedented γ-elimination of a proton provides both the allenylidene trans-[Cl(dppe)2RuCCCR2]PF6 and the vinylidene trans-[Cl(dppe)2RuCCH−CHR2]PF6. The allenylidene
can be selectively obtained from the acetylide in the presence of a base.
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