Angewandte Chemie International Edition · 2013 · 46 citations · 21 references
Natural SciencesChemistryMaterials ScienceMaterials ChemistryOrganic ChemistrySolid-state ChemistryHeterocyclic ChemistryOrganic Electronic MaterialsOrganic SemiconductorsOrganic SynthesisSolvent-free SynthesisAromatic HydrocarbonsCatalyst-free Solvent-free ReactionsPerfluoroalkyl SubstancesPolycyclic Aromatic Hydrocarbon ChemistryPolycyclic Aromatic Hydrocarbon OxidationPolycyclic Aromatic Hydrocarbonsπ Stackingπ-π Interactions
A regioselective, solvent-, and catalyst-free method for the perfluoroalkylation of polycyclic aromatic hydrocarbons (PAHs) with CF3I was used to synthesize air-stable organic electron acceptors (PAH(CF3)n). The gas-phase electron affinities of these compounds correlate to the number of CF3 groups. The number and orientation of the CF3 groups also influenced the π–π stacking and crystalline morphologies of these compounds. As a service to our authors and readers, this journal provides supporting information supplied by the authors. Such materials are peer reviewed and may be re-organized for online delivery, but are not copy-edited or typeset. Technical support issues arising from supporting information (other than missing files) should be addressed to the authors. Please note: The publisher is not responsible for the content or functionality of any supporting information supplied by the authors. Any queries (other than missing content) should be directed to the corresponding author for the article.
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