Markovnikov Alkene Hydroarylation/alkenylation Full Paper Pre-Print Online

In a pre-print appearing today on ChemRxiv, we provide a full account of our efforts to develop substrate-directed Markovnikov-selective hydroarylation/alkenylation of terminal alkenes with organoboronic acids under nickel(0) catalysis. In the paper, we tackle three important substrate classes, alkenyl sulfonamides, ketones, and amides, and discuss the systematic tuning of reaction conditions that is required to provide high yields in each case, reflecting subtle yet significant differences in coordination chemistry among the directing groups involved. Through a combination of isotope labeling, reaction kinetics, and density functional theory (DFT) calculations, we identified transmetalation as the turnover-limiting and selectivity-controlling step. Congrats to Zi-Qi, Omar, and Ruohan on this herculean effort.

For a link to the ChemRxiv pre-print, click here: https://chemrxiv.org/articles/preprint/Directed_Markovnikov_Hydroarylation_and_Hydroalkenylation_of_Alkenes_Under_Nickel_Catalysis/14639778