title: Synthesis of triphenylene derivatives by rhodium-catalyzed [2 + 2 + 2] cycloaddition: application to the synthesis of highly fluorescent triphenylene-based long ladder molecules.
abstract: The convenient synthesis of substituted triphenylenes and azatriphenylenes has been achieved by the cationic rhodium(I)/H8-BINAP or BINAP complex-catalyzed [2 + 2 + 2] cycloaddition under mild conditions. Photophysical properties of representative triphenylenes and azatriphenylenes were examined, which revealed that azatriphenylenes showed higher fluorescence quantum yields than triphenylenes. This method was successfully applied to the synthesis of highly fluorescent triphenylene-based long ladder molecules.
authors.affiliation: Department of Applied Chemistry, Graduate School of Engineering, Tokyo University of Agriculture and Technology, Koganei, Tokyo 184-8588, Japan.
authors.forename: Koichi
authors.initials: K
authors.lastname: Murayama
authors.forename: Yayoi
authors.initials: Y
authors.lastname: Sawada
authors.forename: Keiichi
authors.initials: K
authors.lastname: Noguchi
authors.forename: Ken
authors.initials: K
authors.lastname: Tanaka
mesh_terms: D002384:Catalysis; D002911:Chrysenes / Q000138:chemical synthesis*; D061565:Cycloaddition Reaction; D005453:Fluorescence; D015394:Molecular Structure; D009281:Naphthalenes / Q000737:chemistry*; D012238:Rhodium / Q000737:chemistry*; D013050:Spectrometry, Fluorescence; D013237:Stereoisomerism
chemical_list: C406943:BINAP, 2-naphthol; D002911:Chrysenes; D009281:Naphthalenes; D012238:Rhodium