Synthesis of Hexabenzotriphenylene and Other Strained Polycyclic Aromatic Hydrocarbons by Palladium-Catalyzed Cyclotrimerization of Arynes
作者:Diego Peña、Dolores Pérez、Enrique Guitián、Luis Castedo
DOI:10.1021/ol990864t
日期:1999.11.1
[GRAPHICS]To evaluate the potential of the recently developed palladium-catalyzed trimerization of arynes for the synthesis of strained polycyclic hydrocarbons, the trimerizations of 1,2-didehydronaphthalene (1) and 9,10-didehydrophenanthrene (2), generated from the corresponding o-trimethylsilylaryl triflates 5 and 11, respectively, were studied. The synthesis of tribenzo[a,g,o]triphenylene (6), tribenzo[a,g,m]triphenylene (7), and hexabenzo[a,c,g,i,m,o]triphenylene (12) is described.