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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...
Autores principales: | , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Royal Society of Chemistry
2016
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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. |
format | Online Article Text |
id | pubmed-5975940 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2016 |
publisher | Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
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
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title_full | Chiral metal–macrocycle frameworks: supramolecular chirality induction and helicity inversion of the helical macrocyclic structures
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title_fullStr | Chiral metal–macrocycle frameworks: supramolecular chirality induction and helicity inversion of the helical macrocyclic structures
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title_full_unstemmed | Chiral metal–macrocycle frameworks: supramolecular chirality induction and helicity inversion of the helical macrocyclic structures
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title_short | Chiral metal–macrocycle frameworks: supramolecular chirality induction and helicity inversion of the helical macrocyclic structures
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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 |
work_keys_str_mv | AT kubotaryou chiralmetalmacrocycleframeworkssupramolecularchiralityinductionandhelicityinversionofthehelicalmacrocyclicstructures AT tashiroshohei chiralmetalmacrocycleframeworkssupramolecularchiralityinductionandhelicityinversionofthehelicalmacrocyclicstructures AT shionoyamitsuhiko chiralmetalmacrocycleframeworkssupramolecularchiralityinductionandhelicityinversionofthehelicalmacrocyclicstructures |