N-HETEROCYCLIC ANALOGS OF INDENOCORANNULENE

??? Four chiral N-heterocyclic monoindenocorannulenes were prepared by fusing pyridine, quinoline, and indole across the peri-positions of corannulene via tandem Suzuki-aryl-aryl coupling and C-Cl activated ring closure reactions. The UV-Vis, fluorescence, and CV properties of these N-doped polynuclear aromatics are discussed. Resolution of enantiomers is performed on chiral stationary phase HPLC and the absolute configurations are assigned by comparison of experimental and quantum mechanically predicted ECD spectra.