Oxidative arene coupling as a method of synthesizing new building blocks for organic materials

ORGN 636

Joshua S. Alford, Alford878@MissouriState.edu and Chad J. Stearman, cjstearman@missouristate.edu. Department of Chemistry, Missouri State University, 901 S. National Ave., Springfield, MO 65897
Perylene derivatives have wide ranging application as building blocks for organic materials due to their electronic and spectroscopic properties. Although these building blocks exhibit a number of desirable characteristics, they lack structural diversity. This lack of diversity is largely due to the limited synthetic methods utilized for their preparation. Electrophilic aromatic substitution of perylene bisanhydride and a modification of the anhydride moiety are the most prevalent methods used for their synthesis. We are investigating the oxidative arene coupling of 2- and 2,7-disubstituted naphthalenes as a method of entering the perylene scaffold. The results of this study are presented herein, along with synthesized building blocks and their corresponding spectroscopic and electronic properties.