Oxalamide/Amide Ligands: Enhanced and Copper-Catalyzed C–N Cross-Coupling for Triarylamine Synthesis
Sasa Li, Xia Huang, Yunlong Gao, Jian Jin
Abstract
Triarylamines are privileged core structures that are found in versatile optoelectronic materials. New methods are constantly being sought for their preparation. Herein, a new protocol for triarylamine synthesis is presented where a wide range of diarylamines couple smoothly with aryl bromides mediated by a copper oxalamide (or amide) catalytic system. Notably, a new non- C 2 -symmetric 1-isoquinolinamide-based N,N-/N,O-bidentate ligand was introduced that could tolerate bulky diarylamines. Plenty of known optoelectronic functional molecules could be synthesized in good to excellent yields. The practicality of this C–N cross-coupling was illustrated by the gram-scale synthesis of a patented thermally activated delayed fluorescence emitter for organic light-emitting diodes.