Synthesis of bowl-shaped polycyclic aromatic hydrocarbons via palladium-catalyzed intramolecular arylation reactions.
[reaction: see text] Treatment of the benzannulated enediyne 11 with potassium tert-butoxide in refluxing toluene for 12 h produced 15 via a cascade sequence of cyclization reactions. Two subsequent palladium-catalyzed intramolecular arylation reactions then afforded the bowl-shaped polycyclic aromatic hydrocarbon 16. The X-ray structures of 16 and two closely related molecules show the presence of significant curvatures.
Kim
Daehwan
D
C. Eugene Bennett Department of Chemistry, West Virginia University, Morgantown, 26506-6045, USA.
Petersen
Jeffrey L
JL
Wang
Kung K
KK