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Chiral metal–macrocycle frameworks: supramolecular chirality induction and helicity inversion of the helical macrocyclic structures

Porous molecular solids composed of discrete macrocycles/cages have great potential for catalysis, separation and sensing techniques. Dynamic structural transformation of the host building blocks, especially a helicity inversion responsive to chemical triggers, is central to upgrading the spatial fu...

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Detalles Bibliográficos
Autores principales: Kubota, Ryou, Tashiro, Shohei, Shionoya, Mitsuhiko
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Royal Society of Chemistry 2016
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5975940/
https://www.ncbi.nlm.nih.gov/pubmed/29910909
http://dx.doi.org/10.1039/c5sc04570c
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author Kubota, Ryou
Tashiro, Shohei
Shionoya, Mitsuhiko
author_facet Kubota, Ryou
Tashiro, Shohei
Shionoya, Mitsuhiko
author_sort Kubota, Ryou
collection PubMed
description Porous molecular solids composed of discrete macrocycles/cages have great potential for catalysis, separation and sensing techniques. Dynamic structural transformation of the host building blocks, especially a helicity inversion responsive to chemical triggers, is central to upgrading the spatial functions. Here we have achieved the syntheses of homochiral porous molecular solids composed of helical metal macrocycles through supramolecular chirality induction to both enantiomorphic forms with the aid of two different enantiopure sugar-derived lactones in the crystallization process. Moreover, we found that the helicity of the macrocyclic skeletons can be inverted in the crystalline state only by changing the type of solvent. This finding would lead to dynamic control of space chirality in connection with optical resolution, chiral amplification and asymmetric reactions.
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spelling pubmed-59759402018-06-15 Chiral metal–macrocycle frameworks: supramolecular chirality induction and helicity inversion of the helical macrocyclic structures Kubota, Ryou Tashiro, Shohei Shionoya, Mitsuhiko Chem Sci Chemistry Porous molecular solids composed of discrete macrocycles/cages have great potential for catalysis, separation and sensing techniques. Dynamic structural transformation of the host building blocks, especially a helicity inversion responsive to chemical triggers, is central to upgrading the spatial functions. Here we have achieved the syntheses of homochiral porous molecular solids composed of helical metal macrocycles through supramolecular chirality induction to both enantiomorphic forms with the aid of two different enantiopure sugar-derived lactones in the crystallization process. Moreover, we found that the helicity of the macrocyclic skeletons can be inverted in the crystalline state only by changing the type of solvent. This finding would lead to dynamic control of space chirality in connection with optical resolution, chiral amplification and asymmetric reactions. Royal Society of Chemistry 2016-03-01 2016-01-11 /pmc/articles/PMC5975940/ /pubmed/29910909 http://dx.doi.org/10.1039/c5sc04570c Text en This journal is © The Royal Society of Chemistry 2016 http://creativecommons.org/licenses/by/3.0/ This article is freely available. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence (CC BY 3.0)
spellingShingle Chemistry
Kubota, Ryou
Tashiro, Shohei
Shionoya, Mitsuhiko
Chiral metal–macrocycle frameworks: supramolecular chirality induction and helicity inversion of the helical macrocyclic structures
title Chiral metal–macrocycle frameworks: supramolecular chirality induction and helicity inversion of the helical macrocyclic structures
title_full Chiral metal–macrocycle frameworks: supramolecular chirality induction and helicity inversion of the helical macrocyclic structures
title_fullStr Chiral metal–macrocycle frameworks: supramolecular chirality induction and helicity inversion of the helical macrocyclic structures
title_full_unstemmed Chiral metal–macrocycle frameworks: supramolecular chirality induction and helicity inversion of the helical macrocyclic structures
title_short Chiral metal–macrocycle frameworks: supramolecular chirality induction and helicity inversion of the helical macrocyclic structures
title_sort chiral metal–macrocycle frameworks: supramolecular chirality induction and helicity inversion of the helical macrocyclic structures
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5975940/
https://www.ncbi.nlm.nih.gov/pubmed/29910909
http://dx.doi.org/10.1039/c5sc04570c
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AT shionoyamitsuhiko chiralmetalmacrocycleframeworkssupramolecularchiralityinductionandhelicityinversionofthehelicalmacrocyclicstructures