Abstract: Utilizing PMO theory, pyracylene is described as a [12] annulene with an internal vinyl cross-link. As such, it should be an unusually good model for a planar [12lannulene. To examine such a hypothesis, the synthesis of pyracylene, 1, 2-dibromopyracylene, and 1, 2- diphenylpyracylene was achieved. The key step involved a polybenzylic bromination. After introduction of the first bromine, subsequent hydrogen atom removal involved ...
