A concerted transfer hydrogenolysis : 1,3,2-diazaphospholene-catalyzed hydrogenation of Ni-34;N bond with ammonia-borane

Research output: Journal Publications and Reviews (RGC: 21, 22, 62)21_Publication in refereed journalpeer-review

106 Scopus Citations
View graph of relations



Original languageEnglish
Pages (from-to)3342-3346
Journal / PublicationAngewandte Chemie - International Edition
Issue number13
Publication statusPublished - 24 Mar 2014
Externally publishedYes


1,3,2-diazaphospholenes catalyze metal-free transfer hydrogenation of a Ni-34;N double bond using ammonia-borane under mild reaction conditions, thus allowing access to various hydrazine derivatives. Kinetic and computational studies revealed that the rate-determining step involves simultaneous breakage of the B-H and N-H bonds of ammonia-borane. The reaction is therefore viewed as a concerted type of hydrogenolysis. On the double: Diazaphospholenes catalyze the transfer hydrogenation of a Ni-34;N bond under mild reaction conditions, allowing access to various hydrazine derivatives. The catalytic cycle involves two key steps, and the catalyst maintains the PIII oxidation state throughout the catalytic cycle. The reaction mechanism involves a hydrogenolysis of the exocyclic P-N bond of the intermediate by ammonia-borane, and it proceeds in a concerted double-hydrogen-transfer fashion. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Research Area(s)

  • ammonia-borane, azo compunds, hydrogen transfer, main group elements, phosphanes

Citation Format(s)