Abstract
A new synthesis of large PAHs with low Clar sextets was developed. This synthesis involves initial bis(biaryl)acetylene 1, which undergoes initial ICl-aromatization and a subsequent Mizoroki-Heck coupling reaction to give dibenzochrysene derivative 3 that can be transformed into planar PAHs 4 using DDQ-oxidation. © 2011 American Chemical Society.