Visible Light-catalyzed Fluoroalkylation Reactions of Free Aniline Derivatives

Autores
Lantaño, Beatriz; Yerien, Damián Emilio; Barata Vallejo, Sebastian; Postigo, Jose Alberto
Año de publicación
2021
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The electron-rich nature of aminoaromatic compounds and the electrophilic characterof fluoroalkyl R F radicals allow for a special match in substitution reactions. Weherein present visible light-photocatalyzed fluoroalkylation reactions of anilinederivatives, with a study of the reaction mechanisms. The examples evaluated makeuse of different photocatalysts, such as polypyridyl complexes of Ir or Ru transitionmetals, organic dyes such as Rose Bengal, phthalocyanine-metal organocatalysts, orvisible-light activated complexes. Different visible light sources that span from the blueregion of the electromagnetic spectrum to low power red light irradiation sourcesdeliver the excited photocatalysts that ensue into the production of fluoroalkyl R Fradicals. In turn, many sources of R F radicals can be employed, such as fluoroalkylhalides, Togni s reagents, Umemoto s reagent, etc. All these protocol variantsdemonstrate the expansion of the methodology and the versatility of photocatalytictechniques applied to a special family of organic compounds such as aminoaromaticsubstrates, which has been studied by different groups. Contributions from our ownlaboratory will be given.
Fil: Lantaño, Beatriz. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina
Fil: Yerien, Damián Emilio. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina
Fil: Barata Vallejo, Sebastian. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina
Fil: Postigo, Jose Alberto. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina
Materia
PHOTOCATALYSIS
ANILINE DERIVATIVES
PERFLUOROALKYLATION
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/157164
Acceder
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oai_identifier_str oai:ri.conicet.gov.ar:11336/157164
network_acronym_str CONICETDig
repository_id_str 3498
network_name_str CONICET Digital (CONICET)
spelling Visible Light-catalyzed Fluoroalkylation Reactions of Free Aniline DerivativesLantaño, BeatrizYerien, Damián EmilioBarata Vallejo, SebastianPostigo, Jose AlbertoPHOTOCATALYSISANILINE DERIVATIVESPERFLUOROALKYLATIONhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The electron-rich nature of aminoaromatic compounds and the electrophilic characterof fluoroalkyl R F radicals allow for a special match in substitution reactions. Weherein present visible light-photocatalyzed fluoroalkylation reactions of anilinederivatives, with a study of the reaction mechanisms. The examples evaluated makeuse of different photocatalysts, such as polypyridyl complexes of Ir or Ru transitionmetals, organic dyes such as Rose Bengal, phthalocyanine-metal organocatalysts, orvisible-light activated complexes. Different visible light sources that span from the blueregion of the electromagnetic spectrum to low power red light irradiation sourcesdeliver the excited photocatalysts that ensue into the production of fluoroalkyl R Fradicals. In turn, many sources of R F radicals can be employed, such as fluoroalkylhalides, Togni s reagents, Umemoto s reagent, etc. All these protocol variantsdemonstrate the expansion of the methodology and the versatility of photocatalytictechniques applied to a special family of organic compounds such as aminoaromaticsubstrates, which has been studied by different groups. Contributions from our ownlaboratory will be given.Fil: Lantaño, Beatriz. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; ArgentinaFil: Yerien, Damián Emilio. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; ArgentinaFil: Barata Vallejo, Sebastian. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; ArgentinaFil: Postigo, Jose Alberto. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; ArgentinaRoyal Society of Chemistry2021-07info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/157164Lantaño, Beatriz; Yerien, Damián Emilio; Barata Vallejo, Sebastian; Postigo, Jose Alberto; Visible Light-catalyzed Fluoroalkylation Reactions of Free Aniline Derivatives; Royal Society of Chemistry; Photochemical and Photobiological Sciences; 20; 7-2021; 971-9831474-905XCONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/doi/10.1007/s43630-021-00078-yinfo:eu-repo/semantics/altIdentifier/url/https://link.springer.com/article/10.1007/s43630-021-00078-yinfo:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:15:29Zoai:ri.conicet.gov.ar:11336/157164instacron: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:34982025-09-29 10:15:29.756CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Visible Light-catalyzed Fluoroalkylation Reactions of Free Aniline Derivatives
title Visible Light-catalyzed Fluoroalkylation Reactions of Free Aniline Derivatives
spellingShingle Visible Light-catalyzed Fluoroalkylation Reactions of Free Aniline Derivatives
Lantaño, Beatriz
PHOTOCATALYSIS
ANILINE DERIVATIVES
PERFLUOROALKYLATION
title_short Visible Light-catalyzed Fluoroalkylation Reactions of Free Aniline Derivatives
title_full Visible Light-catalyzed Fluoroalkylation Reactions of Free Aniline Derivatives
title_fullStr Visible Light-catalyzed Fluoroalkylation Reactions of Free Aniline Derivatives
title_full_unstemmed Visible Light-catalyzed Fluoroalkylation Reactions of Free Aniline Derivatives
title_sort Visible Light-catalyzed Fluoroalkylation Reactions of Free Aniline Derivatives
dc.creator.none.fl_str_mv Lantaño, Beatriz
Yerien, Damián Emilio
Barata Vallejo, Sebastian
Postigo, Jose Alberto
author Lantaño, Beatriz
author_facet Lantaño, Beatriz
Yerien, Damián Emilio
Barata Vallejo, Sebastian
Postigo, Jose Alberto
author_role author
author2 Yerien, Damián Emilio
Barata Vallejo, Sebastian
Postigo, Jose Alberto
author2_role author
author
author
dc.subject.none.fl_str_mv PHOTOCATALYSIS
ANILINE DERIVATIVES
PERFLUOROALKYLATION
topic PHOTOCATALYSIS
ANILINE DERIVATIVES
PERFLUOROALKYLATION
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The electron-rich nature of aminoaromatic compounds and the electrophilic characterof fluoroalkyl R F radicals allow for a special match in substitution reactions. Weherein present visible light-photocatalyzed fluoroalkylation reactions of anilinederivatives, with a study of the reaction mechanisms. The examples evaluated makeuse of different photocatalysts, such as polypyridyl complexes of Ir or Ru transitionmetals, organic dyes such as Rose Bengal, phthalocyanine-metal organocatalysts, orvisible-light activated complexes. Different visible light sources that span from the blueregion of the electromagnetic spectrum to low power red light irradiation sourcesdeliver the excited photocatalysts that ensue into the production of fluoroalkyl R Fradicals. In turn, many sources of R F radicals can be employed, such as fluoroalkylhalides, Togni s reagents, Umemoto s reagent, etc. All these protocol variantsdemonstrate the expansion of the methodology and the versatility of photocatalytictechniques applied to a special family of organic compounds such as aminoaromaticsubstrates, which has been studied by different groups. Contributions from our ownlaboratory will be given.
Fil: Lantaño, Beatriz. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina
Fil: Yerien, Damián Emilio. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina
Fil: Barata Vallejo, Sebastian. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina
Fil: Postigo, Jose Alberto. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica. Cátedra de Química Orgánica I; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Oficina de Coordinación Administrativa Houssay; Argentina
description The electron-rich nature of aminoaromatic compounds and the electrophilic characterof fluoroalkyl R F radicals allow for a special match in substitution reactions. Weherein present visible light-photocatalyzed fluoroalkylation reactions of anilinederivatives, with a study of the reaction mechanisms. The examples evaluated makeuse of different photocatalysts, such as polypyridyl complexes of Ir or Ru transitionmetals, organic dyes such as Rose Bengal, phthalocyanine-metal organocatalysts, orvisible-light activated complexes. Different visible light sources that span from the blueregion of the electromagnetic spectrum to low power red light irradiation sourcesdeliver the excited photocatalysts that ensue into the production of fluoroalkyl R Fradicals. In turn, many sources of R F radicals can be employed, such as fluoroalkylhalides, Togni s reagents, Umemoto s reagent, etc. All these protocol variantsdemonstrate the expansion of the methodology and the versatility of photocatalytictechniques applied to a special family of organic compounds such as aminoaromaticsubstrates, which has been studied by different groups. Contributions from our ownlaboratory will be given.
publishDate 2021
dc.date.none.fl_str_mv 2021-07
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/11336/157164
Lantaño, Beatriz; Yerien, Damián Emilio; Barata Vallejo, Sebastian; Postigo, Jose Alberto; Visible Light-catalyzed Fluoroalkylation Reactions of Free Aniline Derivatives; Royal Society of Chemistry; Photochemical and Photobiological Sciences; 20; 7-2021; 971-983
1474-905X
CONICET Digital
CONICET
url http://hdl.handle.net/11336/157164
identifier_str_mv Lantaño, Beatriz; Yerien, Damián Emilio; Barata Vallejo, Sebastian; Postigo, Jose Alberto; Visible Light-catalyzed Fluoroalkylation Reactions of Free Aniline Derivatives; Royal Society of Chemistry; Photochemical and Photobiological Sciences; 20; 7-2021; 971-983
1474-905X
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/doi/10.1007/s43630-021-00078-y
info:eu-repo/semantics/altIdentifier/url/https://link.springer.com/article/10.1007/s43630-021-00078-y
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
dc.publisher.none.fl_str_mv Royal Society of Chemistry
publisher.none.fl_str_mv Royal Society of Chemistry
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 13.070432

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