Radical Cation of an Oligoarylamine Having a Nitroxide Radical Substituent: A Coexistent Molecular System of Localized and Delocalized Spins

Abstract

A trimer derivative of oligotriarylamine bearing a nitroxide radical substituent as a localized spin center {N,N-bis­[4-(di-4-anisylamino)­phenyl]-N-[3-tert-butyl-5-(N-tert-butyl-N-oxylamino)­phenyl]­amine (1)} was characterized by electrochemical, spectroelectrochemical, and electron paramagnetic resonance spectroscopic measurements. The first and second oxidations of 1 occurred from the triamine moiety, leaving the nitroxide radical moiety intact. The delocalized polaronic state in the triamine moiety was generated by one-electron oxidation of 1, indicating the coexistence of localized and delocalized spins on 1+, where an intramolecular antiferromagnetic interaction was detected