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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...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2021
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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. |
format | Online Article Text |
id | pubmed-8729803 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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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