204265-82-7Relevant articles and documents
The Synthesis of Bridged Oligophenylenes from Fluorene 1. Terphenyls and Quaterphenyls
Kelley, Charles J.,Ghiorghis, Alem,Kauffman, Joel M.
, p. 2701 - 2733 (2007/10/03)
Improved methods are presented for the alkylation of fluorene (2) to 9,9- dialkylfluorenes (3-6) free from 9-monoalkylfluorenes.Mono- and dihalogenated derivatives of 2-6 are reported as are a variety of ring substituted 9,9-dialkylfluorenes.Halogenated 9,9-dialkylfluorenes and aryl or methyl Grignard reagents were cross-coupled in Pd-catalyzed reactions to generate a series of novel p-oligophenylenes (four terphenyls (26, 27, 29 and 31c) and nineteen quterphenyls (33-6, 64-71 and 73-79)) each possessing one or two dialkylated methylene bridges between aromatic rings.Each bridged oligophneylene showed enhanced solubility, high quantum efficiency and photochemical stability.A number of quaterphenyls incorporated substituents which extended the conjugation of the oligophenylene chromophore.