Synthesis of Pyrrole‐Sharing Fused Porphyrinoid Hybrids by Post‐fabrication of Ni(II) Porphyrins

Abstract

AbstractPyrrole‐sharing fused hybrids of NiII porphyrin with PdII N‐confused(NC)‐corrole and PdII NC‐oxaporphyrin were synthesized by post‐fabrication of NiII porphyrins. Specifically this consists of Friedel–Crafts type aromatic substitution reaction of meso‐free NiII porphyrin with α,α′‐dibromotripyrrin and Pd(OAc)2 assisted cyclization, and final heating to induce a Pd−C bond formation. NiII porphyrins fused with PdII NC‐corrole and with PdII NC‐oxaporphyrins show coplanar structures with a shared pyrrole unit. In these hybrids, the PdII NC‐oxaporphyrin is aromatic and the PdII NC‐corrole is moderately antiaromatic and these local electronic properties interact to influence the whole network.