Strained Porphyrin Tape–Cycloparaphenylene Hybrid Nanorings

[Image: see text] 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 nano...

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Autores principales: Stawski, Wojciech, Van Raden, Jeff M., Patrick, Connor W., Horton, Peter N., Coles, Simon J., Anderson, Harry L.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2023
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9872170/
https://www.ncbi.nlm.nih.gov/pubmed/36626241
http://dx.doi.org/10.1021/acs.orglett.2c04089
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author Stawski, Wojciech
Van Raden, Jeff M.
Patrick, Connor W.
Horton, Peter N.
Coles, Simon J.
Anderson, Harry L.
author_facet Stawski, Wojciech
Van Raden, Jeff M.
Patrick, Connor W.
Horton, Peter N.
Coles, Simon J.
Anderson, Harry L.
author_sort Stawski, Wojciech
collection PubMed
description [Image: see text] 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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spelling pubmed-98721702023-01-25 Strained Porphyrin Tape–Cycloparaphenylene Hybrid Nanorings Stawski, Wojciech Van Raden, Jeff M. Patrick, Connor W. Horton, Peter N. Coles, Simon J. Anderson, Harry L. Org Lett [Image: see text] 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. American Chemical Society 2023-01-10 /pmc/articles/PMC9872170/ /pubmed/36626241 http://dx.doi.org/10.1021/acs.orglett.2c04089 Text en © 2023 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by/4.0/Permits the broadest form of re-use including for commercial purposes, provided that author attribution and integrity are maintained (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Stawski, Wojciech
Van Raden, Jeff M.
Patrick, Connor W.
Horton, Peter N.
Coles, Simon J.
Anderson, Harry L.
Strained Porphyrin Tape–Cycloparaphenylene Hybrid Nanorings
title Strained Porphyrin Tape–Cycloparaphenylene Hybrid Nanorings
title_full Strained Porphyrin Tape–Cycloparaphenylene Hybrid Nanorings
title_fullStr Strained Porphyrin Tape–Cycloparaphenylene Hybrid Nanorings
title_full_unstemmed Strained Porphyrin Tape–Cycloparaphenylene Hybrid Nanorings
title_short Strained Porphyrin Tape–Cycloparaphenylene Hybrid Nanorings
title_sort strained porphyrin tape–cycloparaphenylene hybrid nanorings
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9872170/
https://www.ncbi.nlm.nih.gov/pubmed/36626241
http://dx.doi.org/10.1021/acs.orglett.2c04089
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