Development of Copper-Catalyzed Alkylboron Oxidative Homocoupling

Carbon-carbon bonds are one of the most common bonds in organic chemistry. Alkyl boron coupling has been heavily studied but there is a gap with Csp3-Csp3 bonds made with boron reagents. Csp3 bonds are extremely relevant to organic chemistry and organic synthesis. The goal of this project is to optimize a Csp3-Csp3 copper catalyzed homocoupling with a boron reagent and generalize the reaction. To develop this reaction the alkyl boron reagent was synthesized with a Grignard reaction and the copper catalyzed reductive oxidation was screened at different temperatures and the products were analyzed with NMR spectroscopy. Progress will be presented at the symposium.