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...
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| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_00221139_v161_n_p149_Lantano |
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todo:paper_00221139_v161_n_p149_Lantano2023-10-03T14:26:36Z Direct CH perfluoroalkylation of (di)benzo(hetero)arenes in aqueous media Lantaño, B. Barata-Vallejo, S. Torviso, M.R. Bonesi, S.M. Argüello, J.E. Postigo, A. 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. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar 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 Lantaño, B. Barata-Vallejo, S. Torviso, M.R. Bonesi, S.M. Argüello, J.E. Postigo, A. 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. |
| format |
JOUR |
| author |
Lantaño, B. Barata-Vallejo, S. Torviso, M.R. Bonesi, S.M. Argüello, J.E. Postigo, A. |
| author_facet |
Lantaño, B. Barata-Vallejo, S. Torviso, M.R. Bonesi, S.M. Argüello, J.E. Postigo, A. |
| author_sort |
Lantaño, B. |
| 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 |
| url |
http://hdl.handle.net/20.500.12110/paper_00221139_v161_n_p149_Lantano |
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