Photoinduced perfluorobutylation of organic substrates in aqueous media

Autores
Postigo, Jose Alberto
Año de publicación
2014
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
Hydroperfluorobutylation of a series of electron-deficient and electron-rich alkenes through consecutive radical reactions employing perfluorobutyl iodide, n-C4F9I, and (Me3Si)3SiH as chain carrier/hydrogen atom donor is described. The photoinduced Halogen Atom Transfer (HAT) reactions of both olefins and alkynes with n-C4F9I are also shown to be achieved efficiently in aqueous mixtures. On the other hand, aromatic and heteroaromatic substrates can be perfluorobutylated with high efficiency in a photoinduced fashion by means of a Homolytic Aromatic Substitution (SHA) process which involves an Electron Transfer (ET) and a Proton Transfer (PT) step.
Fil: Postigo, Jose Alberto. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
Materia
PERFLUOROBUTYLATION
RADICAL REACTIONS
PHOTOINDUCED
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/16147
Acceder
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network_name_str CONICET Digital (CONICET)
spelling Photoinduced perfluorobutylation of organic substrates in aqueous mediaPostigo, Jose AlbertoPERFLUOROBUTYLATIONRADICAL REACTIONSPHOTOINDUCEDhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1Hydroperfluorobutylation of a series of electron-deficient and electron-rich alkenes through consecutive radical reactions employing perfluorobutyl iodide, n-C4F9I, and (Me3Si)3SiH as chain carrier/hydrogen atom donor is described. The photoinduced Halogen Atom Transfer (HAT) reactions of both olefins and alkynes with n-C4F9I are also shown to be achieved efficiently in aqueous mixtures. On the other hand, aromatic and heteroaromatic substrates can be perfluorobutylated with high efficiency in a photoinduced fashion by means of a Homolytic Aromatic Substitution (SHA) process which involves an Electron Transfer (ET) and a Proton Transfer (PT) step.Fil: Postigo, Jose Alberto. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; ArgentinaComporter2014-10-15info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/16147Postigo, Jose Alberto; Photoinduced perfluorobutylation of organic substrates in aqueous media; Comporter; Biointerface Research in Applied Chemistry; 4; 5; 15-10-2014; 865-8722069-5837enginfo:eu-repo/semantics/altIdentifier/url/http://biointerfaceresearch.com/?page_id=829info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-10-22T11:32:27Zoai:ri.conicet.gov.ar:11336/16147instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-10-22 11:32:27.961CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Photoinduced perfluorobutylation of organic substrates in aqueous media
title Photoinduced perfluorobutylation of organic substrates in aqueous media
spellingShingle Photoinduced perfluorobutylation of organic substrates in aqueous media
Postigo, Jose Alberto
PERFLUOROBUTYLATION
RADICAL REACTIONS
PHOTOINDUCED
title_short Photoinduced perfluorobutylation of organic substrates in aqueous media
title_full Photoinduced perfluorobutylation of organic substrates in aqueous media
title_fullStr Photoinduced perfluorobutylation of organic substrates in aqueous media
title_full_unstemmed Photoinduced perfluorobutylation of organic substrates in aqueous media
title_sort Photoinduced perfluorobutylation of organic substrates in aqueous media
dc.creator.none.fl_str_mv Postigo, Jose Alberto
author Postigo, Jose Alberto
author_facet Postigo, Jose Alberto
author_role author
dc.subject.none.fl_str_mv PERFLUOROBUTYLATION
RADICAL REACTIONS
PHOTOINDUCED
topic PERFLUOROBUTYLATION
RADICAL REACTIONS
PHOTOINDUCED
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv Hydroperfluorobutylation of a series of electron-deficient and electron-rich alkenes through consecutive radical reactions employing perfluorobutyl iodide, n-C4F9I, and (Me3Si)3SiH as chain carrier/hydrogen atom donor is described. The photoinduced Halogen Atom Transfer (HAT) reactions of both olefins and alkynes with n-C4F9I are also shown to be achieved efficiently in aqueous mixtures. On the other hand, aromatic and heteroaromatic substrates can be perfluorobutylated with high efficiency in a photoinduced fashion by means of a Homolytic Aromatic Substitution (SHA) process which involves an Electron Transfer (ET) and a Proton Transfer (PT) step.
Fil: Postigo, Jose Alberto. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
description Hydroperfluorobutylation of a series of electron-deficient and electron-rich alkenes through consecutive radical reactions employing perfluorobutyl iodide, n-C4F9I, and (Me3Si)3SiH as chain carrier/hydrogen atom donor is described. The photoinduced Halogen Atom Transfer (HAT) reactions of both olefins and alkynes with n-C4F9I are also shown to be achieved efficiently in aqueous mixtures. On the other hand, aromatic and heteroaromatic substrates can be perfluorobutylated with high efficiency in a photoinduced fashion by means of a Homolytic Aromatic Substitution (SHA) process which involves an Electron Transfer (ET) and a Proton Transfer (PT) step.
publishDate 2014
dc.date.none.fl_str_mv 2014-10-15
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/16147
Postigo, Jose Alberto; Photoinduced perfluorobutylation of organic substrates in aqueous media; Comporter; Biointerface Research in Applied Chemistry; 4; 5; 15-10-2014; 865-872
2069-5837
url http://hdl.handle.net/11336/16147
identifier_str_mv Postigo, Jose Alberto; Photoinduced perfluorobutylation of organic substrates in aqueous media; Comporter; Biointerface Research in Applied Chemistry; 4; 5; 15-10-2014; 865-872
2069-5837
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://biointerfaceresearch.com/?page_id=829
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Comporter
publisher.none.fl_str_mv Comporter
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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score 12.982451

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