A Covalently Supported Pyrimidinylphosphane Palladacycle as a Heterogenized Catalyst for the Suzuki-Miyaura Cross Coupling

摘要

The amino moiety of an aminopyrimidinyl phosphane allows rapid functionalization of the ligand with a silylated side chain containing a urea linker for catalyst heterogenization. The urea group causes the resulting ligand to undergo spontaneous C-H activation at the pyrimidinyl site when reacted with (C6H5CN)(2)PdCl2 in CH2Cl2. Grafting of the resulting zwitterionic palladacycle complex onto siliceous supports leads to highly active hetereogeneous catalysts for the Suzuki-Miyaura coupling. Leaching tests proved that the catalysts obtained this way are truly heterogeneous.