No abstract

Phototoxicity potential was predicted for 88 substituted PAHs. The geometry of all PAHs was optimized and the molecular orbital energies were calculated using AM1 Hamiltonian. The highest occupied molecular orbital energy (E HOMO ) and the lowest unoccupied molecular orbital energy (E LUMO ) were used to calculate the energy gap (E HOMO −E LUMO ). The energy gap was used to predict phototoxicity for chloro-, bromo-, nitro-and methyl-substituted PAHs. Of the 88 compounds in the study, only nitro substituents on carbazole were predicted to induce phototoxicity of the nonphototoxic parent.

An efficient trisannulation and further aromatization of aryl methyl ketones leading to novel C3‐symmetrical benzenoid compounds is developed.