2,6-Diacylnaphthalene-1,8:4,5-Bis(dicarboximides): Synthesis, Reduction Potentials, and Core Extension

2,6-Diacyl derivatives of naphthalene-1,8:4,5-bis­(dicarboximide)­s have been synthesized via Stille coupling reactions of the corresponding 2,6-distannyl derivative with acyl halides. Reaction of these diketones with hydrazine gave phthalazino­[6,7,8,1-lmna]­pyridazino­[5,4,3-gh]­[3,8]­phenanthroline-5,11­(4H,10H)-dione fused-ring derivatives. The products were characterized by UV–vis absorption spectroscopy and electrochemistry, modeled using density functional theory calculations, and, in some cases, studied and compared using single-crystal X-ray diffraction.