A Novel Water‐Soluble m‐TPPTC Ligand: Steric and Electronic Features –Recent Developments in Pd‐ and Rh‐Catalyzed CC Bond Formations

The steric and electronic features of the novel water‐soluble phosphane m ‐TPPTC have been determined using NMR, IR and UV‐VIS spectroscopic methods and compared to the well‐known sulfonated analogue TPPTS. The higher basicity of m ‐TPPTC compared to TPPTS had an influence (selectivity and efficiency) either on Pd‐ or Rh‐catalyzed CC bond formations reactions. The Sonogashira copper‐free cross‐couplings of aryl iodides and ortho ‐functionalized aryl iodides were efficiently performed using the carboxylated phosphane m ‐TPPTC leading to the alkynes in high yields. The Pd/ m ‐TPPTC system was found to be efficiently recycled under mild biphasic conditions in the Sonogashira reaction.