title: Synthesis of bright red-emissive dicyanoetheno-bridged hexa-peri-hexabenzocoronene dimers.
abstract: The introduction of a dicyanomethyl anion group to hexa-peri-hexabenzocoronene (HBC) substantially enhanced the emission properties of HBC due to a large perturbation of its electronic structure. In addition, dicyanoetheno-bridged HBC dimers obtained from oxidation of a dicyanomethyl HBC anion exhibited bright red emission in solution and solid states. Intramolecular charge transfer interactions between the HBC units and the dicyanoethene bridge induced solvatochromic behaviour in their emission spectra. Dicyanoetheno-bridged HBC dimers exhibited cis-trans photoisomerization behaviour in the solution, affording the mixture in cis-isomer dominance in the photostationary state. Theoretical calculations revealed that the cis-isomer is more thermodynamically stable than the trans-isomer.
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Aichi, 464-8603, Japan. hshino@apchem.nagoya-u.ac.jp hiroto@apchem.nagoya-u.ac.jp.
authors.forename: Kazuma
authors.initials: K
authors.lastname: Oda
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Aichi, 464-8603, Japan. hshino@apchem.nagoya-u.ac.jp hiroto@apchem.nagoya-u.ac.jp.
authors.forename: Satoru
authors.initials: S
authors.lastname: Hiroto
authors.affiliation: Department of Material and Life Science, Division of Advanced Science and Biotechnology, Graduate School of Engineering, Osaka University, Osaka, 565-0871, Japan. hisaki@mls.eng.osaka-u.ac.jp.
authors.forename: Ichiro
authors.identifier: http://orcid.org/0000-0002-8170-5605
authors.initials: I
authors.lastname: Hisaki
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Nagoya University, Aichi, 464-8603, Japan. hshino@apchem.nagoya-u.ac.jp hiroto@apchem.nagoya-u.ac.jp.
authors.forename: Hiroshi
authors.identifier: http://orcid.org/0000-0002-5321-2205
authors.initials: H
authors.lastname: Shinokubo