title: Aromatic macrocycle containing amine and imine groups: intramolecular charge-transfer and multiple redox behavior.
abstract: A cyclic compound that has alternating diphenylamine and quinodiimine units was obtained by condensation of anthraquinone with bis(4-aminophenyl)amine (aniline dimer) in 20% yield. The resulting macrocycle has an absorption of 462 nm, which is assigned to charge transfer transitions between electron-rich diphenylamine units and electron-poor anthraquinone diimine units. Cyclic voltammetry in acidic MeCN shows redox of anthraquinone diimine units (E(1/2) = 0.03 V vs Ag/Ag(+)) and of oxidation of amino groups of higher potentials (0.60 and 0.77 V).
authors: Chemical Resources Laboratory, Tokyo Institute of Technology, Yokohama, Japan.
authors: Tomohito
authors: T
authors: Ide
authors: Daisuke
authors: D
authors: Takeuchi
authors: Kohtaro
authors: K
authors: Osakada
authors: Takashi
authors: T
authors: Sato
authors: Masayoshi
authors: M
authors: Higuchi