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Fused Bis(hemi‐indigo): Broad‐Range Wavelength‐Independent Photoswitches

Wavelength‐independent conversion of organic photoswitches in the photostationary state is a rare phenomenon that opens up a way for many practical applications. In this work, three fused bis(hemi‐indigo) derivatives with different substitution patterns were synthesized and their photoswitching was...

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Autores principales: Berdnikova, Daria V., Kriesche, Bernhard M., Paululat, Thomas, Hofer, Thomas S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10092504/
https://www.ncbi.nlm.nih.gov/pubmed/36134500
http://dx.doi.org/10.1002/chem.202202752
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author Berdnikova, Daria V.
Kriesche, Bernhard M.
Paululat, Thomas
Hofer, Thomas S.
author_facet Berdnikova, Daria V.
Kriesche, Bernhard M.
Paululat, Thomas
Hofer, Thomas S.
author_sort Berdnikova, Daria V.
collection PubMed
description Wavelength‐independent conversion of organic photoswitches in the photostationary state is a rare phenomenon that opens up a way for many practical applications. In this work, three fused bis(hemi‐indigo) derivatives with different substitution patterns were synthesized and their photoswitching was investigated by optical spectroscopy, real‐time NMR spectroscopy and TD‐DFT calculations. We disclosed that the Z‐E photoisomerization of the meta‐bis(hemi‐indigo) derivative was remarkably independent of the irradiation wavelength from UV up to yellow light. The wavelength‐independent forward photoswitching together with the inhibited backward photoisomerization, high thermal stability of the photoinduced isomers as well as significant overlap between the photoswitch absorption and the solar spectrum allows to suggest bis(hemi‐indigo) derivatives as promising candidates for molecular solar thermal energy storage (MOST) systems.
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spelling pubmed-100925042023-04-13 Fused Bis(hemi‐indigo): Broad‐Range Wavelength‐Independent Photoswitches Berdnikova, Daria V. Kriesche, Bernhard M. Paululat, Thomas Hofer, Thomas S. Chemistry Research Articles Wavelength‐independent conversion of organic photoswitches in the photostationary state is a rare phenomenon that opens up a way for many practical applications. In this work, three fused bis(hemi‐indigo) derivatives with different substitution patterns were synthesized and their photoswitching was investigated by optical spectroscopy, real‐time NMR spectroscopy and TD‐DFT calculations. We disclosed that the Z‐E photoisomerization of the meta‐bis(hemi‐indigo) derivative was remarkably independent of the irradiation wavelength from UV up to yellow light. The wavelength‐independent forward photoswitching together with the inhibited backward photoisomerization, high thermal stability of the photoinduced isomers as well as significant overlap between the photoswitch absorption and the solar spectrum allows to suggest bis(hemi‐indigo) derivatives as promising candidates for molecular solar thermal energy storage (MOST) systems. John Wiley and Sons Inc. 2022-10-26 2022-12-20 /pmc/articles/PMC10092504/ /pubmed/36134500 http://dx.doi.org/10.1002/chem.202202752 Text en © 2022 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ (https://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Research Articles
Berdnikova, Daria V.
Kriesche, Bernhard M.
Paululat, Thomas
Hofer, Thomas S.
Fused Bis(hemi‐indigo): Broad‐Range Wavelength‐Independent Photoswitches
title Fused Bis(hemi‐indigo): Broad‐Range Wavelength‐Independent Photoswitches
title_full Fused Bis(hemi‐indigo): Broad‐Range Wavelength‐Independent Photoswitches
title_fullStr Fused Bis(hemi‐indigo): Broad‐Range Wavelength‐Independent Photoswitches
title_full_unstemmed Fused Bis(hemi‐indigo): Broad‐Range Wavelength‐Independent Photoswitches
title_short Fused Bis(hemi‐indigo): Broad‐Range Wavelength‐Independent Photoswitches
title_sort fused bis(hemi‐indigo): broad‐range wavelength‐independent photoswitches
topic Research Articles
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10092504/
https://www.ncbi.nlm.nih.gov/pubmed/36134500
http://dx.doi.org/10.1002/chem.202202752
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