We report an operationally convenient room temperature hydroboration of aldehydes and ketones employing Fe(acac) as precatalyst. The hydroboration of aldehydes and ketones proceeded efficiently at room temperature to yield, after work up, 1° and 2° alcohols; chemoselective hydroboration of aldehydes over ketones is attained under these conditions. We propose a σ-bond metathesis mechanism in which an Fe-H intermediate is postulated to be a key reactive species.

Base metal catalysis offers an alternative to reactions, which were once dominated by precious metals in hydrofunctionalization reactions. This review article details the development of some base metals (Fe, Co, and Ni) in the hydroboration and hydrosilylation reactions concomitant with a brief overview of recent advances in the field. Applications of both commercially available metal salts and well-defined metal complexes in catalysis and opportunities to further advance the field is discussed as well.

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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.

An operationally convenient and general method for hydroboration of alkenes, aldehydes, and ketones employing Co(acac) 3 as a precatalyst is reported. The hydroboration of alkenes in the presence of HBpin, PPh 3 , and NaO t Bu affords good to excellent yields with high Markovnikov selectivity with up to 97:3 branched/linear selectivity. Moreover, Co(acac) 3 could be used effectively to hydroborate aldehydes and ketones in the absence of additives under mild reaction conditions. Inter-and intramolecular chemoselective reduction of the aldehyde group took place over the ketone functional group.