TRICYCLIC PHENANTHRENE SYSTEMS - SUBSTITUTED PHENANTHRO[9,10-E]1,2,3-TRIAZINES AND FUSED PHENANTHRO-AZOLO-1,2,3-TRIAZOLES FROM CYCLOADDITION-REARRANGEMENT SEQUENCES OF 9,10-BISARYLAZOPHENAN-THRENES WITH 2-PI-DIPOLAROPHILES - AZOLIUM 1,3-DIPOLES

A range of new fused ring systems based on phenanthrene were obtained from cycloaddition-rearrangement reactions of 9, 10-bisarylazophenanth renes with alkyne and alkene dipolarophilles. These new rings include substituted phenanthro[9,10-e]-1,2,3-triazines, the tricyclic systems, substituted 3a,6a-(biphen-2,2'-yl)hexahydropyrrolo[2, 3-d]-1,2,3-tria zoles and substituted n-2,2'-yl)hexahydroimidazo[4,5-d]-1,2,3-triazole s. X-Ray crystal structures are reported on 2-(p-bromophenyl)-4 ihydro phenanthro[9,10-e]-1,2,3-triazin-2-ium-3-ide 6b, and -(biphen-2,2'-yl) -5,6-hexahydropyrrolo[2,3-d]-1,2, 3-triazol-2-ium-1-ide 11a.