Reevaluation of the mechanism of the amination of aryl halides catalyzed by BINAP-ligated palladium complexes

A study of the identity of the BINAP (1,1'-binaphthalene-2,2'-diylbis(diphenylphosphine))-ligated palladium complexes present in reactions of amines with aryl halides and rate measurements of these catalytic reactions initiated with pure precatalysts and precatalysts generated in situ from [Pd2(dba)(sub 3)] and BINAP is presented. This mechanism has helped the amine and base to react with [Pd(BINAP)(Ar)(Br)] to form an arylpalladium amido complex and reductive elimination from this amido complex to form the arylamine.