Synthesis of Substituted [6]Phenacenes through Suzuki–Miyaura Coupling of Polyhalobenzene with Alkenylboronates and Sequential Intramolecular Cyclization via C–H Bond Activation

Abstract

Abstract A series of substituted [6]phenacenes were synthesized through the Suzuki–Miyaura coupling and intramolecular double cyclization, using a polyhalobenzene and two different alkenylboronates. This methodology provides a direct route to unsymmetrical [6]phenacenes. The physicochemical properties of four [6]phenacenes were evaluated using UV–vis and fluorescence spectroscopies as well as cyclic voltammetry.