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Combinations of Ni(acac) 2 with phosphine ligands were found to catalyze the regioselective hydroboration of Nheteroarenes with pinacolborane, affording N-borylated 1,4-reduction products. Preliminary mechanistic studies have focused on the isolation and study of potential intermediates in the catalytic cycle.

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Iron complexes [BIAN]Fe(I)(η6‐toluene) (M1) and [BIAN]FeCl2 (M2) (BIAN=bis(2,6‐diisopropylaniline)acenaphthene) were found to be viable catalysts for the regioselective hydroboration of alkynes and alkenes. The hydroboration of alkynes and alkenes in the presence of HBpin and an activator at 70 °C afforded linear vinyl and alkyl boronic esters, respectively. Selectivity up to 98% was observed for alkyl boronic esters and exclusive formation of trans product was observed for vinyl boronic esters.

Herein, we report an operationally convenient, cobalt-catalyzed alkylation of aryl nitriles employing primary and secondary alcohols (>30 examples, up to 86% yield). The use of readily available cobalt precursors and the widely employed BIAN (BIAN = bis(arylimino)acenaphthene) ligand affords an efficient catalytic reaction that is environmentally benign, leading to the formation of water as the only byproduct. Article pubs.acs.org/Organometallics