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Room temperature stable multitalent: highly reactive and versatile copper guanidine complexes in oxygenation reactions
Inspired by the efficiency of natural enzymes in organic transformation reactions, the development of synthetic catalysts for oxygenation and oxidation reactions under mild conditions still remains challenging. Tyrosinases serve as archetype when it comes to hydroxylation reactions involving molecul...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Springer International Publishing
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8068697/ https://www.ncbi.nlm.nih.gov/pubmed/33595752 http://dx.doi.org/10.1007/s00775-021-01849-9 |
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author | Paul, Melanie Hoffmann, Alexander Herres-Pawlis, Sonja |
author_facet | Paul, Melanie Hoffmann, Alexander Herres-Pawlis, Sonja |
author_sort | Paul, Melanie |
collection | PubMed |
description | Inspired by the efficiency of natural enzymes in organic transformation reactions, the development of synthetic catalysts for oxygenation and oxidation reactions under mild conditions still remains challenging. Tyrosinases serve as archetype when it comes to hydroxylation reactions involving molecular oxygen. We herein present new copper(I) guanidine halide complexes, capable of the activation of molecular oxygen at room temperature. The formation of the reactive bis(µ-oxido) dicopper(III) species and the influence of the anion are investigated by UV/Vis spectroscopy, mass spectrometry, and density functional theory. We highlight the catalytic hydroxylation activity towards diverse polycyclic aromatic alcohols under mild reaction conditions. The selective formation of reactive quinones provides a promising tool to design phenazine derivatives for medical applications. [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s00775-021-01849-9. |
format | Online Article Text |
id | pubmed-8068697 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | Springer International Publishing |
record_format | MEDLINE/PubMed |
spelling | pubmed-80686972021-05-05 Room temperature stable multitalent: highly reactive and versatile copper guanidine complexes in oxygenation reactions Paul, Melanie Hoffmann, Alexander Herres-Pawlis, Sonja J Biol Inorg Chem Original Paper Inspired by the efficiency of natural enzymes in organic transformation reactions, the development of synthetic catalysts for oxygenation and oxidation reactions under mild conditions still remains challenging. Tyrosinases serve as archetype when it comes to hydroxylation reactions involving molecular oxygen. We herein present new copper(I) guanidine halide complexes, capable of the activation of molecular oxygen at room temperature. The formation of the reactive bis(µ-oxido) dicopper(III) species and the influence of the anion are investigated by UV/Vis spectroscopy, mass spectrometry, and density functional theory. We highlight the catalytic hydroxylation activity towards diverse polycyclic aromatic alcohols under mild reaction conditions. The selective formation of reactive quinones provides a promising tool to design phenazine derivatives for medical applications. [Image: see text] SUPPLEMENTARY INFORMATION: The online version contains supplementary material available at 10.1007/s00775-021-01849-9. Springer International Publishing 2021-02-17 2021 /pmc/articles/PMC8068697/ /pubmed/33595752 http://dx.doi.org/10.1007/s00775-021-01849-9 Text en © The Author(s) 2021 https://creativecommons.org/licenses/by/4.0/Open AccessThis 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 licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence 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 licence, visit http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) . |
spellingShingle | Original Paper Paul, Melanie Hoffmann, Alexander Herres-Pawlis, Sonja Room temperature stable multitalent: highly reactive and versatile copper guanidine complexes in oxygenation reactions |
title | Room temperature stable multitalent: highly reactive and versatile copper guanidine complexes in oxygenation reactions |
title_full | Room temperature stable multitalent: highly reactive and versatile copper guanidine complexes in oxygenation reactions |
title_fullStr | Room temperature stable multitalent: highly reactive and versatile copper guanidine complexes in oxygenation reactions |
title_full_unstemmed | Room temperature stable multitalent: highly reactive and versatile copper guanidine complexes in oxygenation reactions |
title_short | Room temperature stable multitalent: highly reactive and versatile copper guanidine complexes in oxygenation reactions |
title_sort | room temperature stable multitalent: highly reactive and versatile copper guanidine complexes in oxygenation reactions |
topic | Original Paper |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8068697/ https://www.ncbi.nlm.nih.gov/pubmed/33595752 http://dx.doi.org/10.1007/s00775-021-01849-9 |
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