title: Intramolecular Charge-Transfer Interaction of Donor-Acceptor-Donor Arrays Based on Anthracene Bisimide.
abstract: We designed anthracene bisimide (ABI) derivatives having two triphenylamine (TPA) groups as donor units at the 9,10-positions to form a novel π-conjugated donor-acceptor system. These compounds and their analogues with ethynylene linkers were synthesized by Suzuki-Miyaura and Sonogashira coupling reactions, respectively. In UV-vis spectra, the linker-free derivatives showed broad absorption bands arising from intramolecular charge-transfer interactions. Introducing ethynylene linkers resulted in a considerable red shift of the absorption bands. In fluorescence spectra, the ethynylene derivatives showed intense emission bands at 600-650 nm. Their photophysical and electrochemical properties were compared with those of the corresponding mono TPA derivatives on the basis of theoretical calculations and cyclic voltammetry to evaluate the intramolecular electronic interactions between the donor and acceptor units.
authors.affiliation: Department of Chemistry, Faculty of Science, Okayama University of Science , 1-1 Ridaicho, Kita-ku, Okayama 700-0005, Japan.
authors.forename: Tetsuo
authors.initials: T
authors.lastname: Iwanaga
authors.affiliation: Department of Chemistry, Faculty of Science, Okayama University of Science , 1-1 Ridaicho, Kita-ku, Okayama 700-0005, Japan.
authors.forename: Marina
authors.initials: M
authors.lastname: Ogawa
authors.affiliation: Department of Chemistry, Faculty of Science, Okayama University of Science , 1-1 Ridaicho, Kita-ku, Okayama 700-0005, Japan.
authors.forename: Tomokazu
authors.initials: T
authors.lastname: Yamauchi
authors.affiliation: Department of Chemistry and Materials Science, Tokyo Institute of Technology , 2-12-1 Ookayama, Meguro-ku, Tokyo 152-8551, Japan.
authors.forename: Shinji
authors.initials: S
authors.lastname: Toyota