title: Bis(imino)pyridine cobalt-catalyzed alkene isomerization-hydroboration: a strategy for remote hydrofunctionalization with terminal selectivity.
abstract: Bis(imino)pyridine cobalt methyl complexes are active for the catalytic hydroboration of terminal, geminal, disubstituted internal, tri- and tetrasubstituted alkenes using pinacolborane (HBPin). The most active cobalt catalyst was obtained by introducing a pyrrolidinyl substituent into the 4-position of the bis(imino)pyridine chelate, enabling the facile hydroboration of sterically hindered substrates such as 1-methylcyclohexene, α-pinene, and 2,3-dimethyl-2-butene. Notably, these hydroboration reactions proceed with high activity and anti-Markovnikov selectivity in neat substrates at 23 °C. With internal olefins, the cobalt catalyst places the boron substituent exclusively at the terminal positions of an alkyl chain, providing a convenient method for hydrofunctionalization of remote C-H bonds.
authors: Department of Chemistry, Princeton University , Princeton, New Jersey 08544, United States.
authors: Jennifer V
authors: JV
authors: Obligacion
authors: Paul J
authors: PJ
authors: Chirik