Kinetics of the reaction between acetylene and phenylmagnesium bromide were
investigated in THF and also in the presence of triethylamine. The reactio
n proceeds through the formation of bromomagnesiumacetylene (1 1); its furt
her reaction with PhMgBr providing bis(bromomagnesium)acetylene (1 2). The
disproportionation equilibrium of 1 1, leading to 1 2 and acetylene, which
is significant in Et2O solutions, fails in THF. A moderate rate enhancing e
ffect of triethylamine in THF solution was found.