Polycyclic aromatic hydrocarbons ionization potentials

Roithova and Schroder have demonstrated that a dicationic species can participate in carbon-carbon bond forming reactions in the gas-phase and that this is a potential route to polycyclic aromatic hydrocarbons.45 When C7H62+ is generated (from double ionization of toluene) and allowed to react with acetylene, new ions, CgRj1+ and CyHf,2+, are detected (eq 44). 

Cremonesi, R, Rogan, E., and Cavalieri, E. (1992). Correlation studies of anodic peak potentials and ionization potentials for polycyclic aromatic hydrocarbons. Chem Res Toxicol 5, 346-355. 

Cavalieri and coworkers, following earlier investigators , have championed the hypothesis that the covalent binding of polycyclic aromatic hydrocarbons to DNA is due to radical cations formed from them by the action of cytochrome P450 and/or peroxidase enzymes . They have reported that polycyclic aromatic hydrocarbons with ionization potentials below 7.35 eV can be oxidized to radical cations by peroxidases . Furthermore, the formation of a benzo[a]pyrene-DNA adduct consistent with oxidation of the... 

The fluorescence from polycyclic aromatic hydrocarbons is quenched by fumaronitrile, and a new long-wavelength exciplex emission is observed in nonpolar or weakly polar solvents. The ionization potentials of the aromatic donors show a good correlation with the of the exciplex emission. Furthermore, on direct irradiation into the charge-transfer absorption bands (high concentration), the same exciplex emission is observed.1 8 Fluorescence from exciplexes in the sjvn-tetracyanobenzene-p-xylene1 0 and... 

---