The study of nickel catalysts as opposed to palladium catalysts in Buchwald-Hartwig Amination (BHA) is favorable due to the comparatively low cost and reduced toxicity of the metal. Our laboratory has synthesized a library of ten novel unsymmetrical bis(phosphino)pyrrole ligands designed for transition metal catalysis. The characterization of LNiCl2 and LNi(CO)2 complexes (L = bis(phosphino)pyrrole ligand) with synthetic and computational studies is described and remains ongoing. In addition, these ligands proved to be successful in preliminary BHA cross-coupling reactions. The synthesis of four discrete LNi(o-tolyl)Cl catalysts and their cross-coupling reactions are presented. Future directions include expanding the scope of coupling partners in BHA and synthesizing additional ligands with our pyrrole scaffold as trends in cross-coupling yields and ligand properties are revealed in our studies.

Study and reactivity of unsymmetrical nickel bis(phosphino)pyrrole complexes in Buchwald-Hartwig amination

ACS Spring Meeting 2021

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