Dual-Wavelength Gated oxo-Diels–Alder Photoligation

[Image: see text] The control of chemical functionalization with orthogonal light stimuli paves the way toward manipulating materials with unprecedented spatiotemporal resolution. To reach this goal, we herein introduce a photochemical reaction system that enables two-color control of covalent ligat...

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Autores principales: Villabona, Marc, Wiedbrauk, Sandra, Feist, Florian, Guirado, Gonzalo, Hernando, Jordi, Barner-Kowollik, Christopher
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2021
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8483443/
https://www.ncbi.nlm.nih.gov/pubmed/33620229
http://dx.doi.org/10.1021/acs.orglett.1c00015
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author Villabona, Marc
Wiedbrauk, Sandra
Feist, Florian
Guirado, Gonzalo
Hernando, Jordi
Barner-Kowollik, Christopher
author_facet Villabona, Marc
Wiedbrauk, Sandra
Feist, Florian
Guirado, Gonzalo
Hernando, Jordi
Barner-Kowollik, Christopher
author_sort Villabona, Marc
collection PubMed
description [Image: see text] The control of chemical functionalization with orthogonal light stimuli paves the way toward manipulating materials with unprecedented spatiotemporal resolution. To reach this goal, we herein introduce a photochemical reaction system that enables two-color control of covalent ligation via an oxo-Diels–Alder cycloaddition between two separate light-responsive molecular entities: a UV-activated photocaged diene based on ortho-quinodimethanes and a carbonyl dienophile appended to a diarylethene photoswitch, whose reactivity can be modulated upon illumination with UV and visible light.
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spelling pubmed-84834432021-10-01 Dual-Wavelength Gated oxo-Diels–Alder Photoligation Villabona, Marc Wiedbrauk, Sandra Feist, Florian Guirado, Gonzalo Hernando, Jordi Barner-Kowollik, Christopher Org Lett [Image: see text] The control of chemical functionalization with orthogonal light stimuli paves the way toward manipulating materials with unprecedented spatiotemporal resolution. To reach this goal, we herein introduce a photochemical reaction system that enables two-color control of covalent ligation via an oxo-Diels–Alder cycloaddition between two separate light-responsive molecular entities: a UV-activated photocaged diene based on ortho-quinodimethanes and a carbonyl dienophile appended to a diarylethene photoswitch, whose reactivity can be modulated upon illumination with UV and visible light. American Chemical Society 2021-02-23 2021-04-02 /pmc/articles/PMC8483443/ /pubmed/33620229 http://dx.doi.org/10.1021/acs.orglett.1c00015 Text en © 2021 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 Villabona, Marc
Wiedbrauk, Sandra
Feist, Florian
Guirado, Gonzalo
Hernando, Jordi
Barner-Kowollik, Christopher
Dual-Wavelength Gated oxo-Diels–Alder Photoligation
title Dual-Wavelength Gated oxo-Diels–Alder Photoligation
title_full Dual-Wavelength Gated oxo-Diels–Alder Photoligation
title_fullStr Dual-Wavelength Gated oxo-Diels–Alder Photoligation
title_full_unstemmed Dual-Wavelength Gated oxo-Diels–Alder Photoligation
title_short Dual-Wavelength Gated oxo-Diels–Alder Photoligation
title_sort dual-wavelength gated oxo-diels–alder photoligation
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8483443/
https://www.ncbi.nlm.nih.gov/pubmed/33620229
http://dx.doi.org/10.1021/acs.orglett.1c00015
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AT guiradogonzalo dualwavelengthgatedoxodielsalderphotoligation
AT hernandojordi dualwavelengthgatedoxodielsalderphotoligation
AT barnerkowollikchristopher dualwavelengthgatedoxodielsalderphotoligation

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