title: meso-Substituted bisanthenes as soluble and stable near-infrared dyes.
abstract: Three meso-substituted bisanthenes, 4-6, were prepared in a short synthetic route from the bisanthenequinone. They exhibit largely improved stability and solubility in comparison to the parent bisanthene. All of these compounds also show near-infrared (NIR) absorption and emission with high to moderate fluorescence quantum yields. Amphoteric redox behavior was observed for 4-6 by cyclic voltammetry, and these compounds can be reversibly oxidized and reduced into respective cationic and anionic species by both electrochemical and chemical processes. In addition, compound 5 adopts a herringbone pi-stacking motif in the single crystal.
authors.affiliation: Department of Chemistry, National University of Singapore, 3 Science Drive 3, Singapore 117543.
authors.forename: Jinling
authors.initials: J
authors.lastname: Li
authors.forename: Kai
authors.initials: K
authors.lastname: Zhang
authors.forename: Xiaojie
authors.initials: X
authors.lastname: Zhang
authors.forename: Kuo-Wei
authors.initials: KW
authors.lastname: Huang
authors.forename: Chunyan
authors.initials: C
authors.lastname: Chi
authors.forename: Jishan
authors.initials: J
authors.lastname: Wu
mesh_terms: D000873:Anthracenes / Q000138:chemical synthesis / Q000737:chemistry; D004396:Coloring Agents / Q000737:chemistry*; D018360:Crystallography, X-Ray; D015394:Molecular Structure; D012995:Solubility; D019265:Spectroscopy, Near-Infrared
chemical_list: D000873:Anthracenes; D004396:Coloring Agents; C031404:bisantrene