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Spontaneous Metal-Free Transfer Hydrogenation of Iminoboranes with Ammonia Borane and Amine Boranes.
Angew Chem Int Ed Engl
; 57(38): 12275-12279, 2018 Sep 17.
Article
in English
| MEDLINE
| ID: mdl-30075060
ABSTRACT
The first spontaneous, metal-free, room-temperature hydrogen transfer from ammonia borane to an iminoborane is reported. Mechanistic studies of the reaction indicate a concerted transfer of H+ and H- from donor to acceptor with an activation energy far below those of comparable concerted transfer hydrogenations. This reaction was employed in the syntheses and isolation of new B,N-disubstituted aminoboranes, a comparatively rare subset within the aminoborane family. This successful transfer hydrogenation to a highly dehydrogenated BN system may serve as a starting point for the design of new systems capable of reversible dehydrogenation/rehydrogenation.