Active Ester Functionalized Azobenzenes as Versatile Building Blocks

Azobenzenes are important molecular switches that can still be difficult to functionalize selectively. A high yielding Pd-catalyzed cross-coupling method under mild conditions for the introduction of NHS esters to azobenzenes and diazocines has been established. Yields were consistently high with ve...

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Detalles Bibliográficos
Autores principales: Schultzke, Sven, Walther, Melanie, Staubitz, Anne
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2021
Materias:
Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8272017/
https://www.ncbi.nlm.nih.gov/pubmed/34206950
http://dx.doi.org/10.3390/molecules26133916
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author Schultzke, Sven
Walther, Melanie
Staubitz, Anne
author_facet Schultzke, Sven
Walther, Melanie
Staubitz, Anne
author_sort Schultzke, Sven
collection PubMed
description Azobenzenes are important molecular switches that can still be difficult to functionalize selectively. A high yielding Pd-catalyzed cross-coupling method under mild conditions for the introduction of NHS esters to azobenzenes and diazocines has been established. Yields were consistently high with very few exceptions. The NHS functionalized azobenzenes react with primary amines quantitatively. These amines are ubiquitous in biological systems and in material science.
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spelling pubmed-82720172021-07-11 Active Ester Functionalized Azobenzenes as Versatile Building Blocks Schultzke, Sven Walther, Melanie Staubitz, Anne Molecules Article Azobenzenes are important molecular switches that can still be difficult to functionalize selectively. A high yielding Pd-catalyzed cross-coupling method under mild conditions for the introduction of NHS esters to azobenzenes and diazocines has been established. Yields were consistently high with very few exceptions. The NHS functionalized azobenzenes react with primary amines quantitatively. These amines are ubiquitous in biological systems and in material science. MDPI 2021-06-26 /pmc/articles/PMC8272017/ /pubmed/34206950 http://dx.doi.org/10.3390/molecules26133916 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Schultzke, Sven
Walther, Melanie
Staubitz, Anne
Active Ester Functionalized Azobenzenes as Versatile Building Blocks
title Active Ester Functionalized Azobenzenes as Versatile Building Blocks
title_full Active Ester Functionalized Azobenzenes as Versatile Building Blocks
title_fullStr Active Ester Functionalized Azobenzenes as Versatile Building Blocks
title_full_unstemmed Active Ester Functionalized Azobenzenes as Versatile Building Blocks
title_short Active Ester Functionalized Azobenzenes as Versatile Building Blocks
title_sort active ester functionalized azobenzenes as versatile building blocks
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8272017/
https://www.ncbi.nlm.nih.gov/pubmed/34206950
http://dx.doi.org/10.3390/molecules26133916
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