Abstract
AbstractThree phthalonitriles 9–11 fused with planar and nonplanar polycyclic aromatic hydrocarbons were synthesized through a combination of palladium‐catalyzed coupling, electrophilic cyclization, and Scholl oxidation reactions. The equilibrium geometries and electronic structures of the frontier orbitals of 9–11 were simulated by computation calculations. The optimized structure of 11 is found to have a larger torsional angle than that of 10 because of the non‐planarity arising from some cove and fjord regions. Zinc complexes 1–3 fused with polycyclic aromatic hydrocarbons were synthesized by the cyclotetramerization of 9–11. The attachment of nonplanar polycyclic aromatic hydrocarbons with phthalocyanine rings prevented the formation of aggregates in the solid state.
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