title: Addition of boranes to N-aryl-salicylaldimines: intramolecular hydrogenation of imines.
abstract: Addition of boranes to N-aryl-salicylaldimines takes place initially at the reactive phenolic O-H bond to give an activated boron-containing imine and dihydrogen. In some cases a subsequent intramolecular hydrogenation step is observed and the C=N imine bond is reduced to the corresponding amine. Reactions with dimesitylborane in THF are unique in that the reduced amine product is the major product observed in solution.
authors: Department of Chemistry and Biochemistry, Mount Allison University, Sackville, NB E4L 1G8, Canada.
authors: Stephanie S
authors: SS
authors: Barnes
authors: Christopher M
authors: CM
authors: Vogels
authors: Andreas
authors: A
authors: Decken
authors: Stephen A
authors: SA
authors: Westcott
mesh_terms: D001880:Boranes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D006865:Hydrogenation; D007097:Imines / Q000737:chemistry*; D008968:Molecular Conformation; D012457:Salicylamides / Q000737:chemistry*
chemical_list: D001880:Boranes; D007097:Imines; D012457:Salicylamides; C031060:salicylamide