Literature search indicated that the preparation of helical carbazole has been reported by Shin group but the synthetic route is entirely different and only one such derivative has been reported. .it was therefore decided to attempt this route for the synthesis of pentayclic carbazole-based helicenes. It was realized that these molecules were unlikely to yield sufficiently crowded helicenes for possible separation and chiral application. It was therefore decided to restrict the studies to synthesis of carbazole based pentahelicene derivatives and their luminescence properties. In this paper the successful preparation and characterization of aza [5] helicene using palladium mediated double N-arylation reaction of BINOL Triflate and Aniline derivatives has been presented