Direct CH perfluoroalkylation of (di)benzo(hetero)arenes in aqueous media

Perfluorobutylation of a series of benzo- and dibenzo-(hetero)aromatic compounds without formal leaving groups is achieved efficiently in organic solvent: water mixtures under photostimulation. The methodology is compared to previously reported trifluoromethylation strategies of these nuclei in term...

Descripción completa

Guardado en:

Detalles Bibliográficos
Autor principal:	Bonesi, Sergio Mauricio
Publicado:	2014
Materias:	CH perfluoroalkylation Dibenzoheteroarenes Homolytic aromatic substitution Perfluoroalkylation Radical reactions aqueous in media
Acceso en línea:	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00221139_v161_n_p149_Lantano http://hdl.handle.net/20.500.12110/paper_00221139_v161_n_p149_Lantano
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	paper:paper_00221139_v161_n_p149_Lantano
record_format	dspace
spelling	paper:paper_00221139_v161_n_p149_Lantano2023-06-08T14:45:58Z Direct CH perfluoroalkylation of (di)benzo(hetero)arenes in aqueous media Bonesi, Sergio Mauricio CH perfluoroalkylation Dibenzoheteroarenes Homolytic aromatic substitution Perfluoroalkylation Radical reactions aqueous in media Perfluorobutylation of a series of benzo- and dibenzo-(hetero)aromatic compounds without formal leaving groups is achieved efficiently in organic solvent: water mixtures under photostimulation. The methodology is compared to previously reported trifluoromethylation strategies of these nuclei in terms of product yields and regioselectivity. The global reaction is a radical homolytic aromatic substitution process, where the perfluoroalkyl-substituted cyclohexadienyl radical intermediate is first oxidized and then a proton transfer sequence affords the products. This constitutes the first report for a direct perfluoroalkylation strategy of dibenzo(hetero)arenes without formal leaving groups. © 2014 Elsevier B.V. Fil:Bonesi, S.M. Universidad de Buenos Aires. Facultad de Ciencias Exactas y Naturales; Argentina. 2014 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00221139_v161_n_p149_Lantano http://hdl.handle.net/20.500.12110/paper_00221139_v161_n_p149_Lantano
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	CH perfluoroalkylation Dibenzoheteroarenes Homolytic aromatic substitution Perfluoroalkylation Radical reactions aqueous in media
spellingShingle	CH perfluoroalkylation Dibenzoheteroarenes Homolytic aromatic substitution Perfluoroalkylation Radical reactions aqueous in media Bonesi, Sergio Mauricio Direct CH perfluoroalkylation of (di)benzo(hetero)arenes in aqueous media
topic_facet	CH perfluoroalkylation Dibenzoheteroarenes Homolytic aromatic substitution Perfluoroalkylation Radical reactions aqueous in media
description	Perfluorobutylation of a series of benzo- and dibenzo-(hetero)aromatic compounds without formal leaving groups is achieved efficiently in organic solvent: water mixtures under photostimulation. The methodology is compared to previously reported trifluoromethylation strategies of these nuclei in terms of product yields and regioselectivity. The global reaction is a radical homolytic aromatic substitution process, where the perfluoroalkyl-substituted cyclohexadienyl radical intermediate is first oxidized and then a proton transfer sequence affords the products. This constitutes the first report for a direct perfluoroalkylation strategy of dibenzo(hetero)arenes without formal leaving groups. © 2014 Elsevier B.V.
author	Bonesi, Sergio Mauricio
author_facet	Bonesi, Sergio Mauricio
author_sort	Bonesi, Sergio Mauricio
title	Direct CH perfluoroalkylation of (di)benzo(hetero)arenes in aqueous media
title_short	Direct CH perfluoroalkylation of (di)benzo(hetero)arenes in aqueous media
title_full	Direct CH perfluoroalkylation of (di)benzo(hetero)arenes in aqueous media
title_fullStr	Direct CH perfluoroalkylation of (di)benzo(hetero)arenes in aqueous media
title_full_unstemmed	Direct CH perfluoroalkylation of (di)benzo(hetero)arenes in aqueous media
title_sort	direct ch perfluoroalkylation of (di)benzo(hetero)arenes in aqueous media
publishDate	2014
url	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00221139_v161_n_p149_Lantano http://hdl.handle.net/20.500.12110/paper_00221139_v161_n_p149_Lantano
work_keys_str_mv	AT bonesisergiomauricio directchperfluoroalkylationofdibenzoheteroarenesinaqueousmedia
_version_	1768544118534832128

Direct CH perfluoroalkylation of (di)benzo(hetero)arenes in aqueous media

Ejemplares similares