Reduction of aryl azides to primary amines by the effectof commercially supplied homogenous catalyst

Amines have an important place in the synthesis of valuable raw material chemicals in the dye, human medicine, resin, agricultural and pesticide industries. Synthetic synthesis and development of serotonin, chlorpheniramine, actinomycin, rifamycin-like molecules is an important field of study in the pharmaceutical industry. Synthetic organic chemists have therefore focused on the synthesis of primary amines. In the study, a new method was developed for the synthesis of primary amines from aryl azides. For this purpose, 2,2'-Bis(diphenylphosphine)-1,1'-binaphthyl]palladium(II) chloride (BINAP.PdCl2), a commercially available homogeneous catalyst, and sodium borohydride (NaBH4) as hydrogen source were used. BINAP.PdCl2 catalyst was used for the first time in the hydrogenation reaction of aryl azides. Hydrogenation reactions were carried out at room conditions with the effect of catalyst and reducing reagent. The use of water as a solvent in the reactions is an important development for synthetic organic chemistry. Experiments were carried out on 7 different aryl azide derivatives in an environmentally friendly solvent, and primary amines were synthesized in 15 minutes with yields over 95%. After the reactions and necessary isolation processes were completed, the characterization of the primary amine derivatives was carried out with 1H and 13C NMR spectra.