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- W2024252120 abstract "A series of 2,7-substituted hexafluoro-9-heterofluorenes was synthesized via nucleophilic aromatic substitution (S(N)Ar(F)) reactions of phenyllithium, thienyllithium, and lithium phenylacetylide with various octafluoroheterofluorenes and 2,2'-dibromooctafluorobiphenyl. These compounds are of interest as possible building blocks for materials with useful electron transport properties, since they possess relatively low LUMO energy levels. The HOMO-LUMO energy gaps, as determined by UV-vis spectroscopy, range between 3.0 and 3.9 eV, while photoluminescence emission spectra reveal lambda(ems) values in the range of 365 to 420 nm (corresponding to ultraviolet to violet/blue emission). Dilute solution state quantum yields vary significantly with the nature of the heteroatom and the 2,7-substituents, and approach unity for a number of the di(phenylethynyl) derivatives. The experimentally determined LUMO energy levels (-2.7 to -3.3 eV as determined by differential pulse voltammetry) suggest that these compounds may be good candidates for electron transport applications. Single-crystal X-ray analyses of a number of compounds revealed cofacial packing in all cases, with intermolecular distances as short as 3.4 A." @default.
- W2024252120 created "2016-06-24" @default.
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- W2024252120 date "2008-12-09" @default.
- W2024252120 modified "2023-09-27" @default.
- W2024252120 title "2,7-Substituted Hexafluoroheterofluorenes as Potential Building Blocks for Electron Transporting Materials" @default.
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- W2024252120 doi "https://doi.org/10.1021/jo802171t" @default.
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