A concise synthesis of halogenated chrysene derivatives from 2,2,2-trifluoroethyl tosylate and halostyrene was established. Friedel-Crafts type cyclization of a 1,1 -difluoro-1 -alkene bearing halogenated phenyl moieties involved skeletal rearrangement and dehydrogenation to afford the title compound in good to moderate yield. X-ray analysis revealed that the halogen substituents induce π-stack packing of the molecules in the crystals.
ASJC Scopus subject areas
- Physical and Theoretical Chemistry
- Organic Chemistry