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Creators/Authors contains: "Mills, David_D"

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  1. ; ; ; (, Chemistry – A European Journal)
    Abstract Fluorination of tris(2,6‐dimethoxyphenyl)‐methylium ((DMP)3C+) was achieved through the partial defluorination of the methyl 2,3,5,6‐tetrafluorobenzoate via nucleophilic aromatic substitution. Using the fluorinated2F((DMP)3C+) as a precursor, fluorinated tetramethoxy‐ and dimethoxyquin‐ acridinium salts (2F4and2F5respectively) and trioxo‐, azadioxo‐, and diazaoxo‐ triangulenium salts (2F6,2F7and2F8respectively) were synthesized successfully in good to moderate yields. Fluorination induced significant red shifts in absorption (16 to 29 nm) and emission (13 to 41 nm) maxima, and increased electrophilicity as evidenced by lower reduction potentials. X‐ray structural analysis showed distinct packing patterns compared to the non‐fluorinated analogues, indicating the presence of molecular dipoles. 
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