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dc.contributor.author
Barata Vallejo, Sebastian
dc.contributor.author
Yerien, Damián Emilio
dc.contributor.author
Postigo, Jose Alberto
dc.date.available
2017-04-28T18:46:27Z
dc.date.issued
2015-12
dc.identifier.citation
Barata Vallejo, Sebastian; Yerien, Damián Emilio; Postigo, Jose Alberto; Benign perfluoroalkylation of aniline derivatives through photoredox organocatalysis under visible light irradiation; Wiley VCH Verlag; European Journal of Organic Chemistry; 2015; 36; 12-2015; 7869-7875
dc.identifier.issn
1434-193X
dc.identifier.uri
http://hdl.handle.net/11336/15843
dc.description.abstract
In this work, we present a room- or solar-light-initiated transition-metal-free radical homolytic aromatic substitution (HAS) reaction of aniline derivatives with perfluoroalkyl moieties employing perfluoroalkyl halides as readily available perfluoroalkyl sources in the presence of cesium carbonate as base and inexpensive Rose Bengal as organophotocatalyst in MeCN as solvent, rendering perfluoroalkyl-substituted aniline derivatives in good-to-excellent yields, even upon scaling up. Although the mechanism of this reaction is still under investigation, we shall present some evidence based on competitive substitution rate experiments that cast some light onto the reaction intermediates.
dc.format
application/pdf
dc.language.iso
eng
dc.publisher
Wiley VCH Verlag
dc.rights
info:eu-repo/semantics/openAccess
dc.rights.uri
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.subject
Perfluoroalkylation
dc.subject
Radical Chemistry
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Homolytic Aromatic Substitution
dc.subject.classification
Química Orgánica
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Ciencias Químicas
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CIENCIAS NATURALES Y EXACTAS
dc.title
Benign perfluoroalkylation of aniline derivatives through photoredox organocatalysis under visible light irradiation
dc.type
info:eu-repo/semantics/article
dc.type
info:ar-repo/semantics/artículo
dc.type
info:eu-repo/semantics/publishedVersion
dc.date.updated
2017-04-28T17:10:55Z
dc.identifier.eissn
1099-0690
dc.journal.volume
2015
dc.journal.number
36
dc.journal.pagination
7869-7875
dc.journal.pais
Alemania
dc.journal.ciudad
Weinheim
dc.description.fil
Fil: Barata Vallejo, Sebastian. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
dc.description.fil
Fil: Yerien, Damián Emilio. Universidad de Buenos Aires. Facultad de Farmacia y Bioquímica. Departamento de Química Orgánica; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas; Argentina
dc.description.fil
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
dc.journal.title
European Journal of Organic Chemistry
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/doi/http://dx.doi.org/10.1002/ejoc.201501189
dc.relation.alternativeid
info:eu-repo/semantics/altIdentifier/url/http://onlinelibrary.wiley.com/doi/10.1002/ejoc.201501189/full
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