86610-19-7Relevant academic research and scientific papers
Mechanism of hydroboration of alkenes by dibromoborane-methyl sulfide. Remarkable catalysis of the reaction by small quantities of boron tribromide
Brown, Herbert C.,Chandrasekharan
, p. 1261 - 1263 (1983)
The hydroboration of alkenes with BHBr2· SMe2 proceeds by a prior dissociation of the reagent followed by the reaction of BHBr2 with the alkene to give RBBr2, which then forms a complex with Me2S formed in the dissociation step. In conformity with this mechanism, the reaction is remarkably catalyzed by small quantities of BBr3.
HYDROBORATION - KINETICS AND MECHANISM.
Brown,Chandrasekharan,Wang
, p. 1387 - 1414 (2008/10/08)
The kinetics of hydroboration of alkenes with several dialkylborane dimers have been studied extensively. The reaction of alkenes with the disiamylborane dimer displays second-order kinetics, first-order in the dimer and first-order in the alkene. 9-borabicyclo left bracket 3. 3. 1 right bracket nonane)//2 (9-BBN)//2, on the other hand, reacts by a prior dissociation of the dimer, followed by the reaction of the monomer with the alkene. The borinane dimer also reacts by the dissociation mechanism. By following the kinetics of the reactions of alkenes, alkynes, aldehydes and ketones, alcohols and amines with (9-BBN)//2, a spectrum of mechanistic pathways has been revealed.
