Strained porphyrin tape–cycloparaphenylene hybrid nanorings

Strained porphyrin tape–cycloparaphenylene hybrid nanorings

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 w...

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Bibliographic Details
Main Authors: Stawski, W, Van Raden, JM, Patrick, CW, Horton, PN, Coles, SJ, Anderson, HL
Format: Journal article
Language:English
Published: American Chemical Society 2023
Description
Summary: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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