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[2]Catenane Synthesis via Covalent Templating

After earlier unsuccessful attempts, this work reports the application of covalent templating for the synthesis of mechanically interlocked molecules (MiMs) bearing no supramolecular recognition sites. Two linear strands were covalently connected in a perpendicular fashion by a central ketal linkage...

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Detalles Bibliográficos
Autores principales: Pilon, Simone, Ingemann Jørgensen, Steen, van Maarseveen, Jan H.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: John Wiley and Sons Inc. 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7898614/
https://www.ncbi.nlm.nih.gov/pubmed/33200467
http://dx.doi.org/10.1002/chem.202004925
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author Pilon, Simone
Ingemann Jørgensen, Steen
van Maarseveen, Jan H.
author_facet Pilon, Simone
Ingemann Jørgensen, Steen
van Maarseveen, Jan H.
author_sort Pilon, Simone
collection PubMed
description After earlier unsuccessful attempts, this work reports the application of covalent templating for the synthesis of mechanically interlocked molecules (MiMs) bearing no supramolecular recognition sites. Two linear strands were covalently connected in a perpendicular fashion by a central ketal linkage. After subsequent attachment of the first strand to a template via temporary benzylic linkages, the second was linked to the template in a backfolding macrocyclization. The resulting pseudo[1]rotaxane structure was successfully converted to a [2]catenane via a second macrocyclization and cleavage of the ketal and temporary linkages.
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spelling pubmed-78986142021-03-03 [2]Catenane Synthesis via Covalent Templating Pilon, Simone Ingemann Jørgensen, Steen van Maarseveen, Jan H. Chemistry Communications After earlier unsuccessful attempts, this work reports the application of covalent templating for the synthesis of mechanically interlocked molecules (MiMs) bearing no supramolecular recognition sites. Two linear strands were covalently connected in a perpendicular fashion by a central ketal linkage. After subsequent attachment of the first strand to a template via temporary benzylic linkages, the second was linked to the template in a backfolding macrocyclization. The resulting pseudo[1]rotaxane structure was successfully converted to a [2]catenane via a second macrocyclization and cleavage of the ketal and temporary linkages. John Wiley and Sons Inc. 2021-01-14 2021-02-01 /pmc/articles/PMC7898614/ /pubmed/33200467 http://dx.doi.org/10.1002/chem.202004925 Text en © 2020 The Authors. Published by Wiley-VCH GmbH This is an open access article under the terms of the http://creativecommons.org/licenses/by/4.0/ License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited.
spellingShingle Communications
Pilon, Simone
Ingemann Jørgensen, Steen
van Maarseveen, Jan H.
[2]Catenane Synthesis via Covalent Templating
title [2]Catenane Synthesis via Covalent Templating
title_full [2]Catenane Synthesis via Covalent Templating
title_fullStr [2]Catenane Synthesis via Covalent Templating
title_full_unstemmed [2]Catenane Synthesis via Covalent Templating
title_short [2]Catenane Synthesis via Covalent Templating
title_sort [2]catenane synthesis via covalent templating
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7898614/
https://www.ncbi.nlm.nih.gov/pubmed/33200467
http://dx.doi.org/10.1002/chem.202004925
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