Suzuki-Miyaura cross coupling reactions are typically catalyzed by expensive palladium (Pd) catalyst. Complementary approaches are thus highly sought after. One alternative involves the use of nickel-phosphine-chloride (Ni(PR3)2Cl2) catalysts due to nickel being less toxic and cheaper compared to Pd. However, both nickel and phosphorus elements are also of limited availability and found to be at risk to supply in the future. Our main goal is to determine the effectivity of copper-NHC complex as catalyst for two different “green” coupling reactions. In addition, nitrogen and carbon-containing ligands are more abundant and benign than the traditionally employed phosphine ligands. Our system was designed and comprised of heterocyclic substrates, an alcohol solvent, and an internal standard for quantitation of turnover frequency (TOF) of the Cu(IPr)(OH) catalysis reactions. The formation of the desired products, 5-(furan-3-yl)pyrimidine and 5-(2-methoxypyridin-3-yl)pyrimidine, was observed and their % conversion determined by 1H NMR spectroscopy.

Copper(I)-NHC-hydroxide complex as catalyst for cross-coupling reactions

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.