952-35-2Relevant academic research and scientific papers
A concerted transfer hydrogenolysis: 1,3,2-diazaphospholene-catalyzed hydrogenation of Ni-34;N bond with ammonia-borane
Chong, Che Chang,Hirao, Hajime,Kinjo, Rei
supporting information, p. 3342 - 3346 (2014/04/03)
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.
Reactions of Azoarenes with Tributyltin Hydride
Alberti, Angelo,Bedogni, Nicola,Benaglia, Massimo,Leardini, Rino,Nanni, Daniele,et al.
, p. 607 - 613 (2007/10/02)
Tributyltin hydride when reacted with a series of substituted azoarenes afforded hydrazo compounds with high chemoselectivity and good to high yields.With ortho-substituted azoarenes, mixtures of hydrazo derivatives and N-heterocycles or cyclic products only were obtained.The kinetic law of the process was determined in the presence and in the absence of AIBN; with the radical initiator the reaction proceeds via a radical chain mechanism, whereas without AIBN the presence of stannyl free radicals could be discarded.The mechanism of the noninitiated reaction is discussed.EPR characterization of spin adducts obtained by reacting group IVB organometallic radicals with azo compounds is reported.
