Publication:
Exploring the Chemistry of the Mechanical Bond: Synthesis of a [2]Rotaxane through Multicomponent Reactions

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dc.contributor.advisorSaura Sanmartín, Adrián
dc.contributor.advisorBerná, José
dc.contributor.authorSaura Sanmartín, Adrián
dc.contributor.authorLopez-Sanchez, Jorge
dc.contributor.authorLopez-Leonardo, Carmen
dc.contributor.authorPastor Vivero, Aurelia
dc.contributor.authorBerná, José
dc.contributor.departmentQuímica Orgánica
dc.date.accessioned2023-11-16T08:25:54Z
dc.date.available2023-11-16T08:25:54Z
dc.date.created2023
dc.date.issued2023-08-01
dc.description© 2023 The Authors. Published by American Chemical Society and Division of Chemical Education, Inc. 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 Journal of Chemical Education. To access the final edited and published work see https://doi.org/10.1021/acs.jchemed.3c00163es
dc.description.abstractThe synthesis of a [2]rotaxane through three- or five-component coupling reactions has been adapted to an organic chemistry experiment for upper-division students. The experimental procedure addresses the search for the most favorable reaction conditions for the synthesis of the interlocked compound, which is obtained in a yield of up to 71%. Moreover, the interlocked nature of the rotaxane is proven by NMR spectroscopy. The content of the sessions has been designed on the basis of a proactive methodology whereby upper-division undergraduate students have a dynamic role. The laboratory experience not only introduces students to the chemistry of the mechanical bond but also reinforces their previous knowledge of basic organic laboratory procedures and their skills with structural elucidation techniques such as NMR and FT-IR spectroscopies. The experiment has been designed in such a customizable way that both experimental procedures and laboratory material can be adapted to a wide range of undergraduate course curricula.es
dc.formatapplication/pdfes
dc.format.extent9es
dc.identifier.citationJournal of Chemical Education, 100, 9, 2023, 3355–3363
dc.identifier.doihttps://doi.org/10.1021/acs.jchemed.3c00163
dc.identifier.issnPrint: 0021-9584
dc.identifier.issnElectronic: 1938-1328
dc.identifier.urihttp://hdl.handle.net/10201/135765
dc.languageenges
dc.publisherAmerican Chemical Society and Divisionof Chemical Education,Inces
dc.relationSpanish Ministry of Science and Innovation (CTQ2017-87231-P, financed jointly by FEDER-UE, and PID2020-113686GB-I00/MCIN/AEI/10.13039/501100011033); Fundacion Seneca-CARM (Projects 20811/PI/18 and 21907/PI/22, and contract 20259/FPI/17); European Union – NextGenerationEU (Margarita Salas postdoctoral contract, Ministerio de Universidades of the Spanish Government); MICIU (contract PRE2018-084314, financed together by FSE-UE).es
dc.rightsinfo:eu-repo/semantics/openAccesses
dc.rightsAtribución 4.0 Internacional*
dc.rights.urihttp://creativecommons.org/licenses/by/4.0/*
dc.subjectNuclear magnetic resonance spectroscopyes
dc.subjectRotaxaneses
dc.subjectStudentses
dc.subjectSupramolecular chemistryes
dc.subjectUndergraduateses
dc.subject.otherCDU::5 - Ciencias puras y naturales::54 - Química::547 - Química orgánicaes
dc.subject.otherCDU::3 - Ciencias sociales::37 - Educación. Enseñanza. Formación. Tiempo libre::378 - Enseñanza superior. Universidadeses
dc.titleExploring the Chemistry of the Mechanical Bond: Synthesis of a [2]Rotaxane through Multicomponent Reactionses
dc.typeinfo:eu-repo/semantics/articlees
dspace.entity.typePublicationes
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