Abstract

Iterative strategies are reported for the synthesis of some large monodisperse [ n]phenacenes, which are polycyclic aromatic hydrocarbon derivatives having n benzene rings fused in an extended phenanthrene-like structural motif. The key carbon–carbon bond-forming steps involve either Wittig or McMurry coupling reactions to give diarylethylenes, and oxidative photocyclizations of those diarylethylenes. tert-Butyl substituents on the phenacene framework serve as solubilizing groups.

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