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Translocation versus cyclisation in radicals derived from N-3-alkenyl trichloroacetamides

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Translocation versus cyclisation in radicals derived from N-3-alkenyl trichloroacetamides

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dc.contributor.author Marín García, Mª Luisa es_ES
dc.contributor.author Zaragoza, Ramon J. es_ES
dc.contributor.author Miranda Alonso, Miguel Ángel es_ES
dc.contributor.author Diaba, Faiza es_ES
dc.contributor.author Bonjoch, Josep es_ES
dc.date.accessioned 2016-03-16T10:23:27Z
dc.date.available 2016-03-16T10:23:27Z
dc.date.issued 2011
dc.identifier.issn 1477-0520
dc.identifier.uri http://hdl.handle.net/10251/61922
dc.description.abstract Under radical reaction conditions, two different and competitive reaction pathways were observed for N-(alpha-methylbenzyl)trichloroacetamides with a N-3-cyclohexenyl substituent: 1,4-hydrogen translocation and radical addition to a double bond. However, for radicals with an acyclic alkenyl side chain, the direct cyclisation process was exclusively observed. The dichotomy between translocation and direct radical cyclisation in these substrates has been theoretically studied using density functional theory (DFT) methods at the B3LYP/6-31G** computational level. es_ES
dc.description.sponsorship This research was supported by the Ministry of Education and Science (Spain)-FEDER through projects CTQ2007-61338/BQU, CTQ2009-11027/BQU and CTQ2009-13699 and Universidad Politecnica de Valencia (2005-PPI-06-05). en_EN
dc.language Inglés es_ES
dc.publisher Royal Society of Chemistry es_ES
dc.relation.ispartof Organic and Biomolecular Chemistry es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject POLARIZABLE CONTINUUM MODEL es_ES
dc.subject COPPER-COMPLEXES es_ES
dc.subject AMIDES es_ES
dc.subject TOOL es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.subject.classification QUIMICA ANALITICA es_ES
dc.title Translocation versus cyclisation in radicals derived from N-3-alkenyl trichloroacetamides es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1039/c0ob01228a
dc.relation.projectID info:eu-repo/grantAgreement/MEC//CTQ2007-61338/ES/CARBO- Y AZABICICLOS ENANTIOPUROS MEDIANTE ORGANOCATALISIS Y PROCESOS CATALIZADOS POR CU(I). SINTESIS TOTAL DE ALCALOIDES Y TERPENOIDES DE ELEVADA COMPLEJIDAD ESTRUCTURAL/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/UPV//2005-PPI-06-05/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MICINN//CTQ2009-11027/ES/Estudios de reactividad en química orgánica/ es_ES
dc.relation.projectID info:eu-repo/grantAgreement/MICINN//CTQ2009-13699/ES/CTQ2009-13699/ es_ES
dc.rights.accessRights Abierto es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.contributor.affiliation Universitat Politècnica de València. Instituto Universitario Mixto de Tecnología Química - Institut Universitari Mixt de Tecnologia Química es_ES
dc.description.bibliographicCitation Marín García, ML.; Zaragoza, RJ.; Miranda Alonso, MÁ.; Diaba, F.; Bonjoch, J. (2011). Translocation versus cyclisation in radicals derived from N-3-alkenyl trichloroacetamides. Organic and Biomolecular Chemistry. 9(9):3180-3187. https://doi.org/10.1039/c0ob01228a es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion http://dx.doi.org/10.1039/c0ob01228a es_ES
dc.description.upvformatpinicio 3180 es_ES
dc.description.upvformatpfin 3187 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 9 es_ES
dc.description.issue 9 es_ES
dc.relation.senia 192957 es_ES
dc.contributor.funder Universitat Politècnica de València es_ES
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