Modular Synthesis of Triarylamines and Poly(triarylamine)s through a Radical Mechanism

Abstract

Abstract A modular protocol for the triarylamine synthesis has been developed using diarylamines and electron‐rich arenes, such as phenols, as the building blocks. The KI/KIO 4 system proves to be highly efficient for the cross‐dehydrogenative coupling of phenothiazines/phenoxazines with phenols/anilines. A wide range of functional groups attached to both coupling partners were well tolerated. Through the manipulation of reaction temperatures, the sequential assembly of bis‐triarylamines could be achieved to provide the unsymmetrically bis‐aminated phenols efficiently. Furthermore, the multiple aminated polyphenols were rapidly constructed in good to high yields by a single operation.

Topics & Concepts