Synthesis of Palladium complexes derived from Amido linked N‐Heterocyclic Carbenes and their use in Suzuki cross coupling reactions

One of the authors (RSC) is grateful to DST for the financial support under the DST young scientist scheme YSS/2014/000797. Treatment of 1-(n-butyl)-3-N-(2-Ar)acetamido-1, 3-imidazolium chloride (Ar=furylmethyl,phenylmethyl) with excess K2CO3 and [PdCl2(L−L)] (L−L=2 PPh3, dppf) afforded orange compounds of composition [(1-(n-butyl)-3-N-(2-Ar)acetamido-1,3-imidazol-2-ylidene)]2Pd (Ar=furylmethyl; phenylmethyl). These complexes were characterized by NMR (1H and 13C{1H} NMR), IR and micro-analysis data. Subsequently, the catalytic efficiency of these complexes for cross coupling reactions between 4-haloarenens (halo=Br, I) and phenylboronic acid was studied under different solvents (acetonitrile, THF and DMF), temperatures with different catalyst loadings. The molecular structure of [(1-(n-butyl)-3-N-(2-furylmethyl)acetamido-1, 3-imidazol-2-ylidene)]2Pd was established by single crystal X-ray diffraction analysis. Postprint