Herein, we report the one-pot synthesis of an electron-poor nanographene containing dicarboximide groups at the corners.
We efficiently combined palladium-catalyzed Suzuki–Miyaura cross-coupling and dehydrohalogenation to synthesize an extended two-dimensional π-scaffold of defined size in a single chemical operation starting from N-(2,6-diisopropylphenyl)-4,5-dibromo-1,8-naphthalimide and a tetrasubstituted pyrene boronic acid ester as readily accessible starting materials.
Left: UV/Vis absorption (solid line) and emission spectra (dotted line, λex=530 nm) of 1 in CH2Cl2 (c≈1×10−5 m) at room temperature. Inset: Photograph of a CH2Cl2 solution of 1. Right: Calculated transitions (blue and green lines), transition dipole moments (μeg), and oscillator strengths (f) of 1 determined by TD-DFT (B3-LYP, def2-SVP).