Publication:
Effects on Rotational Dynamics of Azo and Hydrazodicarboxamide-Based Rotaxanes

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dc.contributor.advisorBerna, José
dc.contributor.authorSaura Sanmartín, Adrián
dc.contributor.authorMartinez-Espin, Juan S.
dc.contributor.authorMartinez-Cuezva, Alberto
dc.contributor.authorAlajarín, Mateo
dc.contributor.authorBerna, José
dc.contributor.departmentQuímica Orgánica
dc.date.accessioned2023-11-16T07:53:57Z
dc.date.available2023-11-16T07:53:57Z
dc.date.created2017
dc.date.issued2017-06-28
dc.description© 2017 by the authors. Licensee MDPI, Basel, Switzerland. This manuscript version is made available under the CC-BY 4.0 license https://creativecommons.org/licenses/by/4.0/ This document is the Published Manuscript version of a Published Work that appeared in final form in Molecules. To access the final edited and published work see https://doi.org/10.3390/molecules22071078es
dc.description.abstractThe synthesis of novel hydrogen-bonded [2]rotaxanes having two pyridine rings in the macrocycle and azo- and hydrazodicarboxamide-based templates decorated with four cyclohexyl groups is described. The different affinity of the binding sites for the benzylic amide macrocycle and the formation of programmed non-covalent interactions between the interlocked components have an important effect on the dynamic behavior of these compounds. Having this in mind, the chemical interconversion between the azo and hydrazo forms of the [2]rotaxane was investigated to provide a chemically-driven interlocked system enable to switch its circumrotation rate as a function of the oxidation level of the binding site. Different structural modifications were carried out to further functionalize the nitrogen of the pyridine rings, including oxidation, alkylation or protonation reactions, affording interlocked azo-derivatives whose rotation dynamics were also analyzed.es
dc.formatapplication/pdfes
dc.format.extent12es
dc.identifier.doihttps://doi.org/10.3390/molecules22071078
dc.identifier.eisbnMolecules 22, 7, 2017, 1078es
dc.identifier.issn1420-3049
dc.identifier.urihttp://hdl.handle.net/10201/135764
dc.languageenges
dc.publisherMultidisciplinary Digital Publishing Institutees
dc.relationMINECO (project CTQ2014-56887-P and contract FPDI-2013-16623); FEDER; Fundacion Seneca-CARM (Project 19240/PI/14); Marie Curie COFUND and U-IMPACT programs (Grant Agreement 267143).es
dc.rightsinfo:eu-repo/semantics/openAccesses
dc.rightsAtribución 4.0 Internacional*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjectTemplate synthesises
dc.subjectHydrogen bonded rotaxaneses
dc.subjectPirouetting motiones
dc.subjectNMR studieses
dc.subject.otherCDU::5 - Ciencias puras y naturales::54 - Químicaes
dc.titleEffects on Rotational Dynamics of Azo and Hydrazodicarboxamide-Based Rotaxaneses
dc.typeinfo:eu-repo/semantics/articlees
dspace.entity.typePublicationes
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