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dc.creatorPeisino, Lucas Ernesto-
dc.creatorPierini, Adriana Beatriz-
dc.date2017-09-28T21:40:51Z-
dc.date2017-09-28T21:40:51Z-
dc.date2013-04-
dc.date2017-09-28T19:04:02Z-
dc.date.accessioned2019-04-29T15:42:55Z-
dc.date.available2019-04-29T15:42:55Z-
dc.date.issued2013-04-
dc.identifierPeisino, Lucas Ernesto; Pierini, Adriana Beatriz; Experimental and computational study of 6-exo and 7-endo cyclization of Aryl radicals followed by Tandem SRN1 substitution; American Chemical Society; Journal of Organic Chemistry; 78; 10; 4-2013; 4719-4729-
dc.identifier0022-3263-
dc.identifierhttp://hdl.handle.net/11336/25405-
dc.identifierCONICET Digital-
dc.identifierCONICET-
dc.identifier.urihttp://rodna.bn.gov.ar:8080/jspui/handle/bnmm/300171-
dc.descriptionThe reaction of N-allyl-N-(2-halobenzyl)-acetamides and derivatives was investigated in liquid ammonia under irradiation with the nucleophiles Me3Sn−, Ph2P− and O2NCH2 −. Following this procedure, novel substituted 2- acetyl-1,2,3,4-tetrahydroisoquinolines and substituted 2-acetyl- 2,3,4,5-tetrahydro-1H-benzo[c]azepines were obtained in good yields. These reactions are proposed to occur through the intermediacy of aryl radicals, which by intramolecular 6-exo or 7-endo attack to a double bond cyclize to give aliphatic radicals, which react along the propagation steps of the SRN1 chain cycle to afford the cyclic substituted compounds as main products. The reactions were modeled with DFT methods, which provide a rational understanding that relates the product distribution to the structure of the aliphatic radicals proposed as intermediates and the kinetic of their formation.-
dc.descriptionFil: Peisino, Lucas Ernesto. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina-
dc.descriptionFil: Pierini, Adriana Beatriz. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - Córdoba. Instituto de Investigaciones en Físico-química de Córdoba. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Instituto de Investigaciones en Físico-química de Córdoba; Argentina-
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dc.languageeng-
dc.publisherAmerican Chemical Society-
dc.relationinfo:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1021/jo4001788-
dc.relationinfo:eu-repo/semantics/altIdentifier/url/http://pubs.acs.org/doi/abs/10.1021/jo4001788-
dc.rightsinfo:eu-repo/semantics/restrictedAccess-
dc.rightshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/-
dc.sourcereponame:CONICET Digital (CONICET)-
dc.sourceinstname:Consejo Nacional de Investigaciones Científicas y Técnicas-
dc.sourceinstacron:CONICET-
dc.subjectINTRAMOLECULAR CYCLIZATIONS-
dc.subjectRADICALS-
dc.subjectCOMPUTATIONAL CHEMISTRY-
dc.subjectOtras Ciencias Químicas-
dc.subjectCiencias Químicas-
dc.subjectCIENCIAS NATURALES Y EXACTAS-
dc.titleExperimental and computational study of 6-exo and 7-endo cyclization of Aryl radicals followed by Tandem SRN1 substitution-
dc.typeinfo:eu-repo/semantics/article-
dc.typeinfo:eu-repo/semantics/publishedVersion-
dc.typeinfo:ar-repo/semantics/articulo-
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