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Iminothioindoxyl as a molecular photoswitch with 100 nm band separation in the visible range

Light is an exceptional external stimulus for establishing precise control over the properties and functions of chemical and biological systems, which is enabled through the use of molecular photoswitches. Ideal photoswitches are operated with visible light only, show large separation of absorption...

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Autores principales: Hoorens, Mark W. H., Medved’, Miroslav, Laurent, Adèle D., Di Donato, Mariangela, Fanetti, Samuele, Slappendel, Laura, Hilbers, Michiel, Feringa, Ben L, Jan Buma, Wybren, Szymanski, Wiktor
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Nature Publishing Group UK 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6546742/
https://www.ncbi.nlm.nih.gov/pubmed/31160552
http://dx.doi.org/10.1038/s41467-019-10251-8
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author Hoorens, Mark W. H.
Medved’, Miroslav
Laurent, Adèle D.
Di Donato, Mariangela
Fanetti, Samuele
Slappendel, Laura
Hilbers, Michiel
Feringa, Ben L
Jan Buma, Wybren
Szymanski, Wiktor
author_facet Hoorens, Mark W. H.
Medved’, Miroslav
Laurent, Adèle D.
Di Donato, Mariangela
Fanetti, Samuele
Slappendel, Laura
Hilbers, Michiel
Feringa, Ben L
Jan Buma, Wybren
Szymanski, Wiktor
author_sort Hoorens, Mark W. H.
collection PubMed
description Light is an exceptional external stimulus for establishing precise control over the properties and functions of chemical and biological systems, which is enabled through the use of molecular photoswitches. Ideal photoswitches are operated with visible light only, show large separation of absorption bands and are functional in various solvents including water, posing an unmet challenge. Here we show a class of fully-visible-light-operated molecular photoswitches, Iminothioindoxyls (ITIs) that meet these requirements. ITIs show a band separation of over 100 nm, isomerize on picosecond time scale and thermally relax on millisecond time scale. Using a combination of advanced spectroscopic and computational techniques, we provide the rationale for the switching behavior of ITIs and the influence of structural modifications and environment, including aqueous solution, on their photochemical properties. This research paves the way for the development of improved photo-controlled systems for a wide variety of applications that require fast responsive functions.
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spelling pubmed-65467422019-06-18 Iminothioindoxyl as a molecular photoswitch with 100 nm band separation in the visible range Hoorens, Mark W. H. Medved’, Miroslav Laurent, Adèle D. Di Donato, Mariangela Fanetti, Samuele Slappendel, Laura Hilbers, Michiel Feringa, Ben L Jan Buma, Wybren Szymanski, Wiktor Nat Commun Article Light is an exceptional external stimulus for establishing precise control over the properties and functions of chemical and biological systems, which is enabled through the use of molecular photoswitches. Ideal photoswitches are operated with visible light only, show large separation of absorption bands and are functional in various solvents including water, posing an unmet challenge. Here we show a class of fully-visible-light-operated molecular photoswitches, Iminothioindoxyls (ITIs) that meet these requirements. ITIs show a band separation of over 100 nm, isomerize on picosecond time scale and thermally relax on millisecond time scale. Using a combination of advanced spectroscopic and computational techniques, we provide the rationale for the switching behavior of ITIs and the influence of structural modifications and environment, including aqueous solution, on their photochemical properties. This research paves the way for the development of improved photo-controlled systems for a wide variety of applications that require fast responsive functions. Nature Publishing Group UK 2019-06-03 /pmc/articles/PMC6546742/ /pubmed/31160552 http://dx.doi.org/10.1038/s41467-019-10251-8 Text en © The Author(s) 2019 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
Hoorens, Mark W. H.
Medved’, Miroslav
Laurent, Adèle D.
Di Donato, Mariangela
Fanetti, Samuele
Slappendel, Laura
Hilbers, Michiel
Feringa, Ben L
Jan Buma, Wybren
Szymanski, Wiktor
Iminothioindoxyl as a molecular photoswitch with 100 nm band separation in the visible range
title Iminothioindoxyl as a molecular photoswitch with 100 nm band separation in the visible range
title_full Iminothioindoxyl as a molecular photoswitch with 100 nm band separation in the visible range
title_fullStr Iminothioindoxyl as a molecular photoswitch with 100 nm band separation in the visible range
title_full_unstemmed Iminothioindoxyl as a molecular photoswitch with 100 nm band separation in the visible range
title_short Iminothioindoxyl as a molecular photoswitch with 100 nm band separation in the visible range
title_sort iminothioindoxyl as a molecular photoswitch with 100 nm band separation in the visible range
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6546742/
https://www.ncbi.nlm.nih.gov/pubmed/31160552
http://dx.doi.org/10.1038/s41467-019-10251-8
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