Synthesis, electrochemical and spectroscopic studies of highly extended tetraaryl-m-phenylenediamines as precursors of ground-state triplet dications

Two types of iodinated tetraaryl-1,3-phenylenediamine were designed and synthesized as useful building blocks for synthons in organic syntheses. Various highly π-extended tetraaryl-1,3-phenylenediamines for charged high-spin molecular systems were successfully synthesized from the precursors using Sonogashira coupling. Their electrochemical and spectroscopic properties were also examined. The dications derived from highly π-extended tetraaryl-1,3-phenylenediamines were generated and characterized by electron transfer stopped-flow method. Some of the monocation radicals were short-lived.

Various highly π-extended tetraaryl-1,3-phenylenediamines were synthesized. Their electrochemical and spectroscopic properties were also examined.Figure optionsDownload as PowerPoint slide