Synthesis of lipophilic bisanthracene fluorophores: versatile building blocks toward the synthesis of new light-harvesting dendrimers

• Published in: Tetrahedron Vol. 67; no. 49; pp. 9484 - 9490
• Main Authors: Takahashi, Masaki, Yamamoto, Ayato, Inuzuka, Toshiyasu, Sengoku, Tetsuya, Yoda, Hidemi
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 09.12.2011; Elsevier
• Subjects: Applied sciences; Bisanthracene; Chemical compounds; Chemical reactions; Chemistry; Chemistry, Organic; Condensed benzenic and aromatic compounds; Corrosion resistance; Dendrimers; Derivatives; Energy transfer; Exact sciences and technology; Fluorescence; Fluorophore; Light-harvesting dendrimer; Organic chemistry; Organic polymers; Physical Sciences; Physicochemistry of polymers; Polymers with particular structures; Preparation, kinetics, thermodynamics, mechanism and catalysts; Preparations and properties; Science & Technology; Suzuki–Miyaura cross-coupling reaction; Synthesis (chemistry); Tetrahedrons; Suzuki–Miyaura cross-coupling reaction; Light-harvesting dendrimer; Fluorophore; Energy transfer; Bisanthracene; REVERSE MICELLES; ORGANOGELS; DESIGN; FLUORESCENCE; Suzuki-Miyaura cross-coupling reaction; DIIMIDES; CONSTRUCTION; ENERGY-TRANSFER; Light harvesting system; Chemical stability; Anthracene derivatives; Lipophilic compound; Suzuki-Miyaura cross-coupling; Boron Organic compounds; Aromatic compound; Fluorescent compound; Chemical synthesis; Boronic acids; Dendritic structure
• ISSN: 0040-4020; 1464-5416
• DOI: 10.1016/j.tet.2011.10.021

Lipophilic bisanthracene-based fluorophore and its derivatives were synthesized by the Suzuki–Miyaura cross-coupling reaction of 9-anthrylboronic acid with a substituted dibromobenzene. In addition to desirable fluorescent properties, these molecular systems were demonstrated to serve as versatile building blocks toward the synthesis of two types of new light-harvesting dendrimers due to their chemical stability. [Display omitted]