**Perfluorinated Polycyclic Aromatic Hydrocarbons: Anthracene, Phenanthrene, Pyrene,
Tetracene, Chrysene, and Triphenylene**

Xuejun Feng, Qianshu Li, Jiande Gu, F. Albert Cotton, Yaoming Xie and Henry F. Schaefer III

The properties of perfluoroanthracene (1-C14F10), perfluorophenanthrene (2-C14F10), perfluoropyrene (C16F10),

perfluorotetracene (1-C18F12), perfluorochrysene (2-C18F12), and perfluorotriphenylene (3-C18F12) and their radical

anions have been studied using density functional theory (DFT). Three measures of neutral-anion energy

separations reported in this work are the adiabatic electron affinity (EAad), the vertical electron affinity (EAvert),

and the vertical detachment energy (VDE). The vibrational frequencies of these perfluoro PAHs and their

radical anions are also examined. The predicted adiabatic electron affinities (DZP++ B3LYP) are: 1.84 eV,

1-C14F10; 1.41 eV, 2-C14F10; 1.72 eV, C16F10; 2.39 eV, 1-C18F12; 1.83 eV (Ci symmetry) and 1.88 eV (C2

symmetry), 2-C18F12; and 1.69 eV, 3-C18F12. The perfluorotetracene is clearly the most effective electron

captor. Perfluorophenanthrene, perfluoropyrene, perfluorochrysene, and perfluorotriphenylene, as well as their

radical anions deviate from planarity. For example, the nonplanar perfluorochrysene structures are predicted

to lie 7-13 kcal/mol below the pertinent C2h stationary points.