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Sequence-independent activation of photocycloadditions using two colours of light

We exploit two reactive chromophores to establish sequence-independent photochemical activation, employing ortho-methyl benzaldehyde (oMBA) and N,N-(dimethylamino)pyrene aryl tetrazole (APAT) with N-(2-hydroxy)ethyl maleimide (NHEM), without any additives. Critically, the order of the irradiation se...

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Autores principales: Kamm, Philipp W., Rodrigues, Leona L., Walden, Sarah L., Blinco, James P., Unterreiner, Andreas-Neil, Barner-Kowollik, Christopher
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8729803/
https://www.ncbi.nlm.nih.gov/pubmed/35126985
http://dx.doi.org/10.1039/d1sc06154b
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author Kamm, Philipp W.
Rodrigues, Leona L.
Walden, Sarah L.
Blinco, James P.
Unterreiner, Andreas-Neil
Barner-Kowollik, Christopher
author_facet Kamm, Philipp W.
Rodrigues, Leona L.
Walden, Sarah L.
Blinco, James P.
Unterreiner, Andreas-Neil
Barner-Kowollik, Christopher
author_sort Kamm, Philipp W.
collection PubMed
description We exploit two reactive chromophores to establish sequence-independent photochemical activation, employing ortho-methyl benzaldehyde (oMBA) and N,N-(dimethylamino)pyrene aryl tetrazole (APAT) with N-(2-hydroxy)ethyl maleimide (NHEM), without any additives. Critically, the order of the irradiation sequence is irrelevant, as the shorter wavelength does not activate the higher wavelength activated species. Therefore, full sequence-independent λ-orthogonality is achieved through differences in both the reaction quantum yields (Φ(r,oMBA) and Φ(r,APAT)) and wavelength-dependent reactivity profiles of the employed chromophores.
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spelling pubmed-87298032022-02-04 Sequence-independent activation of photocycloadditions using two colours of light Kamm, Philipp W. Rodrigues, Leona L. Walden, Sarah L. Blinco, James P. Unterreiner, Andreas-Neil Barner-Kowollik, Christopher Chem Sci Chemistry We exploit two reactive chromophores to establish sequence-independent photochemical activation, employing ortho-methyl benzaldehyde (oMBA) and N,N-(dimethylamino)pyrene aryl tetrazole (APAT) with N-(2-hydroxy)ethyl maleimide (NHEM), without any additives. Critically, the order of the irradiation sequence is irrelevant, as the shorter wavelength does not activate the higher wavelength activated species. Therefore, full sequence-independent λ-orthogonality is achieved through differences in both the reaction quantum yields (Φ(r,oMBA) and Φ(r,APAT)) and wavelength-dependent reactivity profiles of the employed chromophores. The Royal Society of Chemistry 2021-12-14 /pmc/articles/PMC8729803/ /pubmed/35126985 http://dx.doi.org/10.1039/d1sc06154b Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Kamm, Philipp W.
Rodrigues, Leona L.
Walden, Sarah L.
Blinco, James P.
Unterreiner, Andreas-Neil
Barner-Kowollik, Christopher
Sequence-independent activation of photocycloadditions using two colours of light
title Sequence-independent activation of photocycloadditions using two colours of light
title_full Sequence-independent activation of photocycloadditions using two colours of light
title_fullStr Sequence-independent activation of photocycloadditions using two colours of light
title_full_unstemmed Sequence-independent activation of photocycloadditions using two colours of light
title_short Sequence-independent activation of photocycloadditions using two colours of light
title_sort sequence-independent activation of photocycloadditions using two colours of light
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8729803/
https://www.ncbi.nlm.nih.gov/pubmed/35126985
http://dx.doi.org/10.1039/d1sc06154b
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