One of the shortest CC bonds characterizes the title compound 1, which is an extremely strong CH-acid. In the synthesis of 1, the recently found high stabilization effect of β-stannyl residues for carbenium ions(R3SnCC⊕) is exploited. Upon addition of the “Zefirov reagent” PhIO/(CF3SO2)2O to tri-n-butyl-stannylacetylene an energy-rich vinyl cation is formed initially; this decomposes to the iodium salt 1 and (nBu3Sn)2O.
No takes yet. Share an insight, caveat, or question.
Stang et al. (1990) studied this question.