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A Chiral Molecular Cage Comprising Diethynylallenes and N‐Heterotriangulenes for Enantioselective Recognition

Chirality, a characteristic tool of molecular recognition in nature, is often a complement of redox active systems. Scientists, in their eagerness to mimic such sophistication, have designed numerous chiral systems based on molecular entities with cavities, such as macrocycles and cages. In an attem...

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Autores principales: Míguez‐Lago, Sandra, Gliemann, Bettina D., Kivala, Milan, Cid, María Magdalena
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/PMC8518621/
https://www.ncbi.nlm.nih.gov/pubmed/34374138
http://dx.doi.org/10.1002/chem.202101801
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author Míguez‐Lago, Sandra
Gliemann, Bettina D.
Kivala, Milan
Cid, María Magdalena
author_facet Míguez‐Lago, Sandra
Gliemann, Bettina D.
Kivala, Milan
Cid, María Magdalena
author_sort Míguez‐Lago, Sandra
collection PubMed
description Chirality, a characteristic tool of molecular recognition in nature, is often a complement of redox active systems. Scientists, in their eagerness to mimic such sophistication, have designed numerous chiral systems based on molecular entities with cavities, such as macrocycles and cages. In an attempt to combine chirality and redox‐active species, in this contribution we report the synthesis and detailed characterization of a chiral shape‐persistent molecular cage based on the combination of enantiopure diethynylallenes and electron‐rich bridged triarylamines, also known as N‐heterotriangulenes. Its ability for chiral recognition in solution was revealed through UV/vis titrations with enantiopure helicenes.
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spelling pubmed-85186212021-10-21 A Chiral Molecular Cage Comprising Diethynylallenes and N‐Heterotriangulenes for Enantioselective Recognition Míguez‐Lago, Sandra Gliemann, Bettina D. Kivala, Milan Cid, María Magdalena Chemistry Communications Chirality, a characteristic tool of molecular recognition in nature, is often a complement of redox active systems. Scientists, in their eagerness to mimic such sophistication, have designed numerous chiral systems based on molecular entities with cavities, such as macrocycles and cages. In an attempt to combine chirality and redox‐active species, in this contribution we report the synthesis and detailed characterization of a chiral shape‐persistent molecular cage based on the combination of enantiopure diethynylallenes and electron‐rich bridged triarylamines, also known as N‐heterotriangulenes. Its ability for chiral recognition in solution was revealed through UV/vis titrations with enantiopure helicenes. John Wiley and Sons Inc. 2021-08-12 2021-09-20 /pmc/articles/PMC8518621/ /pubmed/34374138 http://dx.doi.org/10.1002/chem.202101801 Text en © 2021 The Authors. Chemistry - A European Journal published by Wiley-VCH GmbH https://creativecommons.org/licenses/by-nc/4.0/This is an open access article under the terms of the http://creativecommons.org/licenses/by-nc/4.0/ (https://creativecommons.org/licenses/by-nc/4.0/) License, which permits use, distribution and reproduction in any medium, provided the original work is properly cited and is not used for commercial purposes.
spellingShingle Communications
Míguez‐Lago, Sandra
Gliemann, Bettina D.
Kivala, Milan
Cid, María Magdalena
A Chiral Molecular Cage Comprising Diethynylallenes and N‐Heterotriangulenes for Enantioselective Recognition
title A Chiral Molecular Cage Comprising Diethynylallenes and N‐Heterotriangulenes for Enantioselective Recognition
title_full A Chiral Molecular Cage Comprising Diethynylallenes and N‐Heterotriangulenes for Enantioselective Recognition
title_fullStr A Chiral Molecular Cage Comprising Diethynylallenes and N‐Heterotriangulenes for Enantioselective Recognition
title_full_unstemmed A Chiral Molecular Cage Comprising Diethynylallenes and N‐Heterotriangulenes for Enantioselective Recognition
title_short A Chiral Molecular Cage Comprising Diethynylallenes and N‐Heterotriangulenes for Enantioselective Recognition
title_sort chiral molecular cage comprising diethynylallenes and n‐heterotriangulenes for enantioselective recognition
topic Communications
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8518621/
https://www.ncbi.nlm.nih.gov/pubmed/34374138
http://dx.doi.org/10.1002/chem.202101801
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