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Molecular motor-functionalized porphyrin macrocycles

Molecular motors and switches change conformation under the influence of an external stimulus, e.g. light. They can be incorporated into functional systems, allowing the construction of adaptive materials and switchable catalysts. Here, we present two molecular motor-functionalized porphyrin macrocy...

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Autores principales: Gilissen, Pieter J., White, Paul B., Berrocal, José Augusto, Vanthuyne, Nicolas, Rutjes, Floris P. J. T., Feringa, Ben L., Elemans, Johannes A. A. W., Nolte, Roeland J. M.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7576194/
https://www.ncbi.nlm.nih.gov/pubmed/33082343
http://dx.doi.org/10.1038/s41467-020-19123-y
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author Gilissen, Pieter J.
White, Paul B.
Berrocal, José Augusto
Vanthuyne, Nicolas
Rutjes, Floris P. J. T.
Feringa, Ben L.
Elemans, Johannes A. A. W.
Nolte, Roeland J. M.
author_facet Gilissen, Pieter J.
White, Paul B.
Berrocal, José Augusto
Vanthuyne, Nicolas
Rutjes, Floris P. J. T.
Feringa, Ben L.
Elemans, Johannes A. A. W.
Nolte, Roeland J. M.
author_sort Gilissen, Pieter J.
collection PubMed
description Molecular motors and switches change conformation under the influence of an external stimulus, e.g. light. They can be incorporated into functional systems, allowing the construction of adaptive materials and switchable catalysts. Here, we present two molecular motor-functionalized porphyrin macrocycles for future photo-switchable catalysis. They display helical, planar and point chirality, and are diastereomers, which differ in the relative orientation of the motor and macrocyclic components. Fluorescence, UV-vis, and (1)H NMR experiments reveal that the motor-functionalized macrocycles can bind and thread different variants of viologen guests, including a one-side blocked polymeric one of 30 repeat units. The latter feature indicates that the motor systems can find the open end of a polymer chain, thread on it, and move along the chain to eventually bind at the viologen trap, opening possibilities for catalytic writing on single polymer chains via chemical routes.
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spelling pubmed-75761942020-10-29 Molecular motor-functionalized porphyrin macrocycles Gilissen, Pieter J. White, Paul B. Berrocal, José Augusto Vanthuyne, Nicolas Rutjes, Floris P. J. T. Feringa, Ben L. Elemans, Johannes A. A. W. Nolte, Roeland J. M. Nat Commun Article Molecular motors and switches change conformation under the influence of an external stimulus, e.g. light. They can be incorporated into functional systems, allowing the construction of adaptive materials and switchable catalysts. Here, we present two molecular motor-functionalized porphyrin macrocycles for future photo-switchable catalysis. They display helical, planar and point chirality, and are diastereomers, which differ in the relative orientation of the motor and macrocyclic components. Fluorescence, UV-vis, and (1)H NMR experiments reveal that the motor-functionalized macrocycles can bind and thread different variants of viologen guests, including a one-side blocked polymeric one of 30 repeat units. The latter feature indicates that the motor systems can find the open end of a polymer chain, thread on it, and move along the chain to eventually bind at the viologen trap, opening possibilities for catalytic writing on single polymer chains via chemical routes. Nature Publishing Group UK 2020-10-20 /pmc/articles/PMC7576194/ /pubmed/33082343 http://dx.doi.org/10.1038/s41467-020-19123-y Text en © The Author(s) 2020 Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The images or other third party material in this article are included in the article’s Creative Commons license, unless indicated otherwise in a credit line to the material. If material is not included in the article’s Creative Commons license and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this license, visit http://creativecommons.org/licenses/by/4.0/.
spellingShingle Article
Gilissen, Pieter J.
White, Paul B.
Berrocal, José Augusto
Vanthuyne, Nicolas
Rutjes, Floris P. J. T.
Feringa, Ben L.
Elemans, Johannes A. A. W.
Nolte, Roeland J. M.
Molecular motor-functionalized porphyrin macrocycles
title Molecular motor-functionalized porphyrin macrocycles
title_full Molecular motor-functionalized porphyrin macrocycles
title_fullStr Molecular motor-functionalized porphyrin macrocycles
title_full_unstemmed Molecular motor-functionalized porphyrin macrocycles
title_short Molecular motor-functionalized porphyrin macrocycles
title_sort molecular motor-functionalized porphyrin macrocycles
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7576194/
https://www.ncbi.nlm.nih.gov/pubmed/33082343
http://dx.doi.org/10.1038/s41467-020-19123-y
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