Abstract
Phenanthrene, the archetypal “bay region” polycyclic aromatic hydrocarbon (PAH), loses two hydrogen atoms when subjected to flash vacuum pyrolysis (FVP) at 1100 °C and suffers a major skeletal rearrangement to form pyracylene (1), along with 1-, 3-, and 4-ethynylacenaphthylene (2, 3, and 4, respectively). Evidence is presented that implicates cyclopenta[bc]acenaphthylene (7) as a key intermediate on the reaction pathway from phenanthrene to these four C14H8 products.
We thank the Department of Energy for financial support of this research.