title: Curved Oligophenylenes as Donors in Shape-Persistent Donor-Acceptor Macrocycles with Solvatofluorochromic Properties.
abstract: Many optoelectronic organic materials are based on donor-acceptor (D-A) systems with heteroatom-containing electron donors. Herein, we introduce a new molecular design for all-carbon curved oligoparaphenylenes as donors, which results in the generation of unique shape-persistent D-A macrocycles. Two types of acceptor-inserted cycloparaphenylenes were synthesized. These macrocycles display positive solvatofluorochromic properties owing to their D-A characteristics, which were confirmed by theoretical and electrochemical studies.
authors.affiliation: JST-ERATO, Itami Molecular Nanocarbon Project, Chikusa, Nagoya, 464-8602 (Japan).|Graduate School of Science, Nagoya University, Chikusa, Nagoya 464-8602 (Japan).|Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Chikusa, Nagoya, 464-8602 (Japan).
authors.forename: Takuya
authors.initials: T
authors.lastname: Kuwabara
authors.affiliation: Graduate School of Science, Nagoya University, Chikusa, Nagoya 464-8602 (Japan).
authors.forename: Jun
authors.initials: J
authors.lastname: Orii
authors.affiliation: JST-ERATO, Itami Molecular Nanocarbon Project, Chikusa, Nagoya, 464-8602 (Japan).|Graduate School of Science, Nagoya University, Chikusa, Nagoya 464-8602 (Japan).
authors.forename: Yasutomo
authors.initials: Y
authors.lastname: Segawa
authors.affiliation: JST-ERATO, Itami Molecular Nanocarbon Project, Chikusa, Nagoya, 464-8602 (Japan). itami@chem.nagoya-u.ac.jp.|Graduate School of Science, Nagoya University, Chikusa, Nagoya 464-8602 (Japan). itami@chem.nagoya-u.ac.jp.|Institute of Transformative Bio-Molecules (WPI-ITbM), Nagoya University, Chikusa, Nagoya, 464-8602 (Japan). itami@chem.nagoya-u.ac.jp.
authors.forename: Kenichiro
authors.initials: K
authors.lastname: Itami
mesh_terms: D000880:Anthraquinones / Q000138:chemical synthesis / Q000737:chemistry*; D001555:Benzene Derivatives / Q000138:chemical synthesis / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry*; D047028:Macrocyclic Compounds / Q000138:chemical synthesis / Q000737:chemistry*; D008958:Models, Molecular
chemical_list: D000880:Anthraquinones; D001555:Benzene Derivatives; D005456:Fluorescent Dyes; D047028:Macrocyclic Compounds
keywords: anthraquinone; cycloparaphenylenes; donor-acceptor systems; macrocycles; solvatofluorochromism