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Helical Polyacetylenes Induced via Noncovalent Chiral Interactions and Their Applications as Chiral Materials

Construction of predominantly one-handed helical polyacetylenes with a desired helix sense utilizing noncovalent chiral interactions with nonracemic chiral guest compounds based on a supramolecular approach is described. As with the conventional dynamic helical polymers possessing optically active p...

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Detalles Bibliográficos
Autores principales: Maeda, Katsuhiro, Yashima, Eiji
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer International Publishing 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5519648/
https://www.ncbi.nlm.nih.gov/pubmed/28730394
http://dx.doi.org/10.1007/s41061-017-0161-4
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author Maeda, Katsuhiro
Yashima, Eiji
author_facet Maeda, Katsuhiro
Yashima, Eiji
author_sort Maeda, Katsuhiro
collection PubMed
description Construction of predominantly one-handed helical polyacetylenes with a desired helix sense utilizing noncovalent chiral interactions with nonracemic chiral guest compounds based on a supramolecular approach is described. As with the conventional dynamic helical polymers possessing optically active pendant groups covalently bonded to the polymer chains, this noncovalent helicity induction system can show significant chiral amplification phenomena, in which the chiral information of the nonracemic guests can transfer with high cooperativity through noncovalent bonding interactions to induce an almost single-handed helical conformation in the polymer backbone. An intriguing “memory effect” of the induced macromolecular helicity is observed for some polyacetylenes, which means that the helical conformations induced in dynamic helical polyacetylene can be transformed into metastable static ones by tuning their helix-inversion barriers. Potential applications of helical polyacetylenes with controlled helix sense constructed by the “noncovalent helicity induction and/or memory effect” as chiral materials are also described.
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spelling pubmed-55196482017-08-07 Helical Polyacetylenes Induced via Noncovalent Chiral Interactions and Their Applications as Chiral Materials Maeda, Katsuhiro Yashima, Eiji Top Curr Chem (Cham) Review Construction of predominantly one-handed helical polyacetylenes with a desired helix sense utilizing noncovalent chiral interactions with nonracemic chiral guest compounds based on a supramolecular approach is described. As with the conventional dynamic helical polymers possessing optically active pendant groups covalently bonded to the polymer chains, this noncovalent helicity induction system can show significant chiral amplification phenomena, in which the chiral information of the nonracemic guests can transfer with high cooperativity through noncovalent bonding interactions to induce an almost single-handed helical conformation in the polymer backbone. An intriguing “memory effect” of the induced macromolecular helicity is observed for some polyacetylenes, which means that the helical conformations induced in dynamic helical polyacetylene can be transformed into metastable static ones by tuning their helix-inversion barriers. Potential applications of helical polyacetylenes with controlled helix sense constructed by the “noncovalent helicity induction and/or memory effect” as chiral materials are also described. Springer International Publishing 2017-07-20 2017 /pmc/articles/PMC5519648/ /pubmed/28730394 http://dx.doi.org/10.1007/s41061-017-0161-4 Text en © The Author(s) 2017 Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made.
spellingShingle Review
Maeda, Katsuhiro
Yashima, Eiji
Helical Polyacetylenes Induced via Noncovalent Chiral Interactions and Their Applications as Chiral Materials
title Helical Polyacetylenes Induced via Noncovalent Chiral Interactions and Their Applications as Chiral Materials
title_full Helical Polyacetylenes Induced via Noncovalent Chiral Interactions and Their Applications as Chiral Materials
title_fullStr Helical Polyacetylenes Induced via Noncovalent Chiral Interactions and Their Applications as Chiral Materials
title_full_unstemmed Helical Polyacetylenes Induced via Noncovalent Chiral Interactions and Their Applications as Chiral Materials
title_short Helical Polyacetylenes Induced via Noncovalent Chiral Interactions and Their Applications as Chiral Materials
title_sort helical polyacetylenes induced via noncovalent chiral interactions and their applications as chiral materials
topic Review
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5519648/
https://www.ncbi.nlm.nih.gov/pubmed/28730394
http://dx.doi.org/10.1007/s41061-017-0161-4
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