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

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