Ammonia-Borane Dependent Transfer Hydrogenation of Carboxylic Esters to Primary Alcohols.

Here, we present a user-friendly protocol that uses bench-stable NH3·BH3 (AB) as the hydrogen transfer agent for the reduction of both aromatic and aliphatic esters without an external catalyst and base, delivering a structurally diverse array of primary alcohols (80-98% yields). The broad functional-group tolerance (halogen, boronic ester, -NO2, -OH, etc.) under environmentally acceptable conditions implies high practical utility. Further, a tandem catalytic conversion of a plastic waste polyethylene terephthalate (PET) bottle to 1,4-benzenedimethanol including fatty esters into respective fatty alcohols was shown.

Homogenous nickel-catalyzed chemoselective transfer hydrogenation of functionalized nitroarenes with ammonia-borane.

Homogeneous Ni-catalyzed highly selective transfer hydrogenation of nitroarenes was successfully established using NH3BH3 as a hydrogen source. A broad range of functional groups were selectively reduced to provide the corresponding anilines in good to high yields. Further, pharmaceutically active compounds can be prepared that would otherwise be challenging to access.