Mechanism research on thermal cyclodehydrogenations to form 5- or 6-membered rings

ORGN 766

Xiang Xue, xuexi@bc.edu, Department of Chemistry, Boston College, 2609 Beacon Street, Chestnut Hill, MA 02467 and Lawrence T. Scott, lawrence.scott@bc.edu, Department of Chemistry, Boston College, Merkert Chemistry Center, Chestnut Hill, MA 02467-3860, Merkert Chemistry Center, Chestnut Hill, MA 02467-3860.
Molecular transformations, rearrangements and interconversions of polycyclic aromatic hydrocarbons (PAHs) at high temperatures in the gas phase provide insights into molecular reactions under extreme conditions and thereby open new synthetic pathways for new molecules. Thermal cyclodehydrogenation is the key step in the chemical synthesis of C60 and represents an important family of carbon-carbon bond-forming reactions. This paper will present studies on the mechanisms of cyclodehydrogenations to form 5- and 6-membered rings of the sort shown below.