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dc.contributor.authorSuárez Picado, Esteban
dc.contributor.authorQuiñoá Cabana, Emilio
dc.contributor.authorRiguera Vega, Ricardo
dc.contributor.authorFreire Iribarne, Félix Manuel
dc.date.accessioned2020-10-09T08:06:49Z
dc.date.available2021-01-09T02:00:09Z
dc.date.issued2020
dc.identifier.citationE. Suárez-Picado, E. Quiñoá, R. Riguera, F. Freire, Angew. Chem. Int. Ed. 2020, 59, 4537
dc.identifier.issn1433-7851
dc.identifier.urihttp://hdl.handle.net/10347/23377
dc.descriptionThis is the peer reviewed version of the following article: E. Suárez-Picado, E. Quiñoá, R. Riguera, F. Freire, Angew. Chem. Int. Ed. 2020, 59, 4537, which has been published in final form at https://doi.org/10.1002/anie.201915213. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions
dc.description.abstractThe dynamic behavior of helical polymers bearing pendant groups with two chiral centers was studied. Controlled conformational changes at the chiral units placed either closer to or further away from the main chain promote different helical structures. Although the first residue is usually responsible for determining a specific helicity (P or M), we now found that the second chiral center is also able to induce a preferred helical sense when it is located closer in space to the main chain, thereby cancelling the order from the first chiral moiety. This result was achieved through proper coordination with a metal cation. As proof of concept, poly(phenylacetylene)s (PPAs) that bear one and two chiral amino acid units of different sizes and configuration combinations (l/d‐alanine and l/d‐phenylalanine) as pendants were evaluated. In total, ten polymers were studied. This constitutes the first report of axial control from a remote stereocenter in polymers bearing complex chiral pendants
dc.description.sponsorshipFinancial support from MINECO (CTQ2014‐61470‐EXP, CTQ2015‐70519‐P), Xunta de Galicia (ED431C 2018/30, Centro singular de investigación de Galicia accreditation 2016–2019, ED431G/09), and the European Regional Development Fund (ERDF) is gratefully acknowledged. E.S.‐P. is grateful to MEC for a FPU predoctoral fellowship
dc.language.isoeng
dc.publisherWiley
dc.relationinfo:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2014-61470-EXP/ES/CATALIZADORES POLIMERICOS CON QUIRALIDAD REVERSIBLE
dc.relationinfo:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/CTQ2015-70519-P/ES/ATERIALES QUIROPTICOS MODULABLES A PARTIR DE POLIMEROS INTELIGENTES
dc.rights© 2019 Wiley‐VCH Verlag GmbH & Co. KGaA, Weinheim. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for self-archiving
dc.subjectCation–π interactions
dc.subjectChirality
dc.subjectCircular dichroism
dc.subjectHelical polymers
dc.subjectPoly(phenylacetylene)
dc.titleChiral Overpass Induction in Dynamic Helical Polymers Bearing Pendant Groups with Two Chiral Centers
dc.typeinfo:eu-repo/semantics/article
dc.identifier.DOI10.1002/anie.201915213
dc.relation.publisherversionhttps://doi.org/10.1002/anie.201915213
dc.type.versioninfo:eu-repo/semantics/acceptedVersion
dc.identifier.e-issn1521-3773
dc.rights.accessrightsinfo:eu-repo/semantics/openAccess
dc.contributor.affiliationUniversidade de Santiago de Compostela. Centro de Investigación en Química Biolóxica e Materiais Moleculares
dc.contributor.affiliationUniversidade de Santiago de Compostela. Departamento de Química Orgánica
dc.description.peerreviewedSI


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