Strained Porphyrin Tape–Cycloparaphenylene Hybrid Nanorings

Abstract

High Resolution Image Download MS PowerPoint Slide V-Shaped porphyrin dimers, with masked p- phenylene bridges, undergo efficient oxidative coupling to form meso – meso linked cyclic porphyrin oligomers. Reductive aromatization unmasks the p -phenylenes, increasing the strain. Oxidation then fuses the porphyrin dimers, providing a nanoring with curved walls. The strain in this macrocycle bends the p -phenylene and fused porphyrin dimer units (radii of curvature of 11.4 and 19.0 Å, respectively), but it does not significantly alter the electronic structure of the fused porphyrins.

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