Copper(I) catalysis: Synthesis of N, N′-diarylated and N-aryl, N′-formylated chiral C2-symmetric diamines

Abstract

Chiral N, N′ -diaryl C 2-symmetric diamines and N-aryl, N′-formyl -trans-(1 R,2 R)-diaminocyclohexane are readily accessed by copper catalyzed N, N′ -diarylation and N-aryl, N′-formylation of trans-(1 R,2 R)-diaminocyclohexane with aryl bromides. N, N′-diarylation using ( R)-1,1′-binaphthyl-2,2′-diamine and iodobenzene gave the corresponding ( R)- N, N′ -diphenyl-1,1′-binaphthyl-2,2′-diamine derivative in 83% yield.