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An atropisomeric M(2)L(4) cage mixture displaying guest-induced convergence and strong guest emission in water

Introduction of atropisomeric axes into a bent bispyridine ligand leads to the quantitative formation of a complex mixture of atropisomeric M(2)L(4) cages upon treatment with metal ions. Whereas the isomer ratio of the obtained cage mixture, consisting of up to 42 isomers, is insensitive to temperat...

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Autores principales: Tsutsui, Takahiro, Catti, Lorenzo, Yoza, Kenji, Yoshizawa, Michito
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8163439/
https://www.ncbi.nlm.nih.gov/pubmed/34123086
http://dx.doi.org/10.1039/d0sc03223a
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author Tsutsui, Takahiro
Catti, Lorenzo
Yoza, Kenji
Yoshizawa, Michito
author_facet Tsutsui, Takahiro
Catti, Lorenzo
Yoza, Kenji
Yoshizawa, Michito
author_sort Tsutsui, Takahiro
collection PubMed
description Introduction of atropisomeric axes into a bent bispyridine ligand leads to the quantitative formation of a complex mixture of atropisomeric M(2)L(4) cages upon treatment with metal ions. Whereas the isomer ratio of the obtained cage mixture, consisting of up to 42 isomers, is insensitive to temperature and solvent, the quantitative convergence from the mixture to a single isomer is accomplished upon encapsulation of a large spherical guest, namely fullerene C(60). The observed isomerization with other guests depends largely on their size and shape (e.g., <10 and 82% convergence with planar triphenylene and bowl-shaped corannulene guests, respectively). Besides the unusual guest-induced convergence, the present cage mixture displays the strongest guest emission (Φ(F) = 68%) among previously reported M(n)L(m) cages and capsules, upon encapsulation of a BODIPY dye in water.
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spelling pubmed-81634392021-06-11 An atropisomeric M(2)L(4) cage mixture displaying guest-induced convergence and strong guest emission in water Tsutsui, Takahiro Catti, Lorenzo Yoza, Kenji Yoshizawa, Michito Chem Sci Chemistry Introduction of atropisomeric axes into a bent bispyridine ligand leads to the quantitative formation of a complex mixture of atropisomeric M(2)L(4) cages upon treatment with metal ions. Whereas the isomer ratio of the obtained cage mixture, consisting of up to 42 isomers, is insensitive to temperature and solvent, the quantitative convergence from the mixture to a single isomer is accomplished upon encapsulation of a large spherical guest, namely fullerene C(60). The observed isomerization with other guests depends largely on their size and shape (e.g., <10 and 82% convergence with planar triphenylene and bowl-shaped corannulene guests, respectively). Besides the unusual guest-induced convergence, the present cage mixture displays the strongest guest emission (Φ(F) = 68%) among previously reported M(n)L(m) cages and capsules, upon encapsulation of a BODIPY dye in water. The Royal Society of Chemistry 2020-07-20 /pmc/articles/PMC8163439/ /pubmed/34123086 http://dx.doi.org/10.1039/d0sc03223a Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by/3.0/
spellingShingle Chemistry
Tsutsui, Takahiro
Catti, Lorenzo
Yoza, Kenji
Yoshizawa, Michito
An atropisomeric M(2)L(4) cage mixture displaying guest-induced convergence and strong guest emission in water
title An atropisomeric M(2)L(4) cage mixture displaying guest-induced convergence and strong guest emission in water
title_full An atropisomeric M(2)L(4) cage mixture displaying guest-induced convergence and strong guest emission in water
title_fullStr An atropisomeric M(2)L(4) cage mixture displaying guest-induced convergence and strong guest emission in water
title_full_unstemmed An atropisomeric M(2)L(4) cage mixture displaying guest-induced convergence and strong guest emission in water
title_short An atropisomeric M(2)L(4) cage mixture displaying guest-induced convergence and strong guest emission in water
title_sort atropisomeric m(2)l(4) cage mixture displaying guest-induced convergence and strong guest emission in water
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8163439/
https://www.ncbi.nlm.nih.gov/pubmed/34123086
http://dx.doi.org/10.1039/d0sc03223a
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