Synthesis of regiospecifically fluorinated polycyclic aromatic hydrocarbons

ORGN 775

Shaibal Banerjee, shaibal.b2001@gmail.com, Saikat Sinha, saikatchem@gmail.com, and Barbara Zajc, barbaraz@sci.ccny.cuny.edu. Department of Chemistry, The City College and The City University of New York, 160 Convent Avenue, New York, NY 10031
Regiospecifically fluorinated PAHs have been prepared via fluoro-Julia olefination, followed by photochemical ring closure of the resulting fluorostilbene derivatives. Using this approach, the regioisomeric pairs 5-fluoro and 6-fluoro-benzo[c]phenanthrene, 5-fluoro and 6-fluoro-chrysene, as well as 9-fluoro and 10-fluoro-benzo[g]chrysene have been synthesized.