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Pressure-driven, solvation-directed planar chirality switching of cyclophano-pillar[5]arenes (molecular universal joints)
Planar chiral cyclophanopillar[5]arenes with a fused oligo(oxyethylene) or polymethylene subring (MUJs), existing as an equilibrium mixture of subring-included (in) and -excluded (out) conformers, respond to hydrostatic pressure to exhibit dynamic chiroptical property changes, leading to an unpreced...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
The Royal Society of Chemistry
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8179620/ https://www.ncbi.nlm.nih.gov/pubmed/34168749 http://dx.doi.org/10.1039/d0sc06988d |
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author | Yao, Jiabin Mizuno, Hiroaki Xiao, Chao Wu, Wanhua Inoue, Yoshihisa Yang, Cheng Fukuhara, Gaku |
author_facet | Yao, Jiabin Mizuno, Hiroaki Xiao, Chao Wu, Wanhua Inoue, Yoshihisa Yang, Cheng Fukuhara, Gaku |
author_sort | Yao, Jiabin |
collection | PubMed |
description | Planar chiral cyclophanopillar[5]arenes with a fused oligo(oxyethylene) or polymethylene subring (MUJs), existing as an equilibrium mixture of subring-included (in) and -excluded (out) conformers, respond to hydrostatic pressure to exhibit dynamic chiroptical property changes, leading to an unprecedented pressure-driven chirality inversion and the largest ever-reported leap of anisotropy (g) factor for the MUJ with a dodecamethylene subring. The pressure susceptivity of MUJs, assessed by the change in g per unit pressure, is a critical function of the size and nature of the subring incorporated and the solvent employed. Mechanistic elucidations reveal that the in–out equilibrium, as the origin of the MUJ's chiroptical property changes, is on a delicate balance of the competitive inclusion of subrings versus solvent molecules as well as the solvation of the excluded subring. The present results further encourage our use of pressure as a unique tool for dynamically manipulating various supramolecular devices/machines. |
format | Online Article Text |
id | pubmed-8179620 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | The Royal Society of Chemistry |
record_format | MEDLINE/PubMed |
spelling | pubmed-81796202021-06-23 Pressure-driven, solvation-directed planar chirality switching of cyclophano-pillar[5]arenes (molecular universal joints) Yao, Jiabin Mizuno, Hiroaki Xiao, Chao Wu, Wanhua Inoue, Yoshihisa Yang, Cheng Fukuhara, Gaku Chem Sci Chemistry Planar chiral cyclophanopillar[5]arenes with a fused oligo(oxyethylene) or polymethylene subring (MUJs), existing as an equilibrium mixture of subring-included (in) and -excluded (out) conformers, respond to hydrostatic pressure to exhibit dynamic chiroptical property changes, leading to an unprecedented pressure-driven chirality inversion and the largest ever-reported leap of anisotropy (g) factor for the MUJ with a dodecamethylene subring. The pressure susceptivity of MUJs, assessed by the change in g per unit pressure, is a critical function of the size and nature of the subring incorporated and the solvent employed. Mechanistic elucidations reveal that the in–out equilibrium, as the origin of the MUJ's chiroptical property changes, is on a delicate balance of the competitive inclusion of subrings versus solvent molecules as well as the solvation of the excluded subring. The present results further encourage our use of pressure as a unique tool for dynamically manipulating various supramolecular devices/machines. The Royal Society of Chemistry 2021-02-02 /pmc/articles/PMC8179620/ /pubmed/34168749 http://dx.doi.org/10.1039/d0sc06988d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/ |
spellingShingle | Chemistry Yao, Jiabin Mizuno, Hiroaki Xiao, Chao Wu, Wanhua Inoue, Yoshihisa Yang, Cheng Fukuhara, Gaku Pressure-driven, solvation-directed planar chirality switching of cyclophano-pillar[5]arenes (molecular universal joints) |
title | Pressure-driven, solvation-directed planar chirality switching of cyclophano-pillar[5]arenes (molecular universal joints) |
title_full | Pressure-driven, solvation-directed planar chirality switching of cyclophano-pillar[5]arenes (molecular universal joints) |
title_fullStr | Pressure-driven, solvation-directed planar chirality switching of cyclophano-pillar[5]arenes (molecular universal joints) |
title_full_unstemmed | Pressure-driven, solvation-directed planar chirality switching of cyclophano-pillar[5]arenes (molecular universal joints) |
title_short | Pressure-driven, solvation-directed planar chirality switching of cyclophano-pillar[5]arenes (molecular universal joints) |
title_sort | pressure-driven, solvation-directed planar chirality switching of cyclophano-pillar[5]arenes (molecular universal joints) |
topic | Chemistry |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8179620/ https://www.ncbi.nlm.nih.gov/pubmed/34168749 http://dx.doi.org/10.1039/d0sc06988d |
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