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Z-1,2-Bis(diphenylphosphino)ethene, cis-Ph 2 PCH=CHPPh 2 , forms 1:2 adducts with GaBr 3  and GaI 3 , the former of which has been identified in an X-ray diffraction study as the complex of the isomerized ligand, E-Ph 2 PCH=CHPPh 2 . The GaI 3  complex is believed to be analogous on the basis of analytical and spectroscopic data. InBr 3  affords a 1 :1 complex with an ionic structure [(Ph 2 PCH=CHPPh 2 ) 2 lnBr 2 ] +  [InBr 4 ] -  in which the cation contains the original cis-ligand. With Inl 3  also a 1:1 adduct is obtained, where the metal triiodide unit is attached to only one phosphorus atom of the non-isomerized (cis) ligand in the solid state. There is rapid site exchange of the Inl 3  unit in chloroform solution as followed by NMR spectroscopy. - The metal halide induced Z/E isomerization of Ph 2 PCH=CHPPh 2  has been studied in various solvents and at variable temperature with stoichiometric and catalytic amounts of AIX 3  and GaX 3  Lewis-acids. InX 3  compounds proved ineffective (X = Cl, Br, I). Anhydrous AlBr 3  was found to be most efficient, giving a 90% Z/E conversion in 10 min at 100°C in toluene. A mechanism is proposed which is compatible with the experimental data.

Lewis Acid Catalyzed Z to E Isomerization of 1,2-Bis(diphenylphosphino) ethene