Photocatalytic fluoroalkylation reactions of organic compounds
Photocatalytic methods for fluoroalkyl-radical generation provide more convenient alternatives to the classical perfluoroalkyl-radical (Rf) production through chemical initiators, such as azo or peroxide compounds or the employment of transition metals through a thermal electron transfer (ET) initia...
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| Acceso en línea: | http://hdl.handle.net/20.500.12110/paper_14770520_v13_n46_p11153_BarataVallejo |
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todo:paper_14770520_v13_n46_p11153_BarataVallejo2023-10-03T16:19:03Z Photocatalytic fluoroalkylation reactions of organic compounds Barata-Vallejo, S. Bonesi, S.M. Postigo, A. Catalysts Chemical compounds Electrons Free radical reactions Initiators (chemical) Iridium Metals Redox reactions Ruthenium Thermionic emission Bioactive molecules Convenient alternatives Initiation process Perfluoroalkyl radicals Photocatalytic methods Photocatalytic reactions Radical generation Radical production Transition metals alkylating agent coordination compound free radical iridium ruthenium transition element alkylation catalysis chemistry halogenation light oxidation reduction reaction photochemistry Alkylating Agents Alkylation Catalysis Coordination Complexes Free Radicals Halogenation Iridium Light Oxidation-Reduction Photochemical Processes Ruthenium Transition Elements Photocatalytic methods for fluoroalkyl-radical generation provide more convenient alternatives to the classical perfluoroalkyl-radical (Rf) production through chemical initiators, such as azo or peroxide compounds or the employment of transition metals through a thermal electron transfer (ET) initiation process. The mild photocatalytic reaction conditions tolerate a variety of functional groups and, thus, are handy to the late-stage modification of bioactive molecules. Transition metal-photocatalytic reactions for Rf radical generation profit from the redox properties of coordinatively saturated Ru or Ir organocomplexes to act as both electron donor and reductive species, thus allowing for the utilization of electron accepting and donating fluoroalkylating agents for Rf radical production. On the other hand, laboratory-available and inexpensive photoorgano catalysts (POC), in the absence of transition metals, can also act as electron exchange species upon excitation, resulting in ET reactions that produce Rf radicals. In this work, a critical account of transition metal and transition metal-free Rf radical production will be described with photoorgano catalysts, studying classical examples and the most recent investigations in the field. © The Royal Society of Chemistry. 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_14770520_v13_n46_p11153_BarataVallejo |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
Catalysts Chemical compounds Electrons Free radical reactions Initiators (chemical) Iridium Metals Redox reactions Ruthenium Thermionic emission Bioactive molecules Convenient alternatives Initiation process Perfluoroalkyl radicals Photocatalytic methods Photocatalytic reactions Radical generation Radical production Transition metals alkylating agent coordination compound free radical iridium ruthenium transition element alkylation catalysis chemistry halogenation light oxidation reduction reaction photochemistry Alkylating Agents Alkylation Catalysis Coordination Complexes Free Radicals Halogenation Iridium Light Oxidation-Reduction Photochemical Processes Ruthenium Transition Elements |
| spellingShingle |
Catalysts Chemical compounds Electrons Free radical reactions Initiators (chemical) Iridium Metals Redox reactions Ruthenium Thermionic emission Bioactive molecules Convenient alternatives Initiation process Perfluoroalkyl radicals Photocatalytic methods Photocatalytic reactions Radical generation Radical production Transition metals alkylating agent coordination compound free radical iridium ruthenium transition element alkylation catalysis chemistry halogenation light oxidation reduction reaction photochemistry Alkylating Agents Alkylation Catalysis Coordination Complexes Free Radicals Halogenation Iridium Light Oxidation-Reduction Photochemical Processes Ruthenium Transition Elements Barata-Vallejo, S. Bonesi, S.M. Postigo, A. Photocatalytic fluoroalkylation reactions of organic compounds |
| topic_facet |
Catalysts Chemical compounds Electrons Free radical reactions Initiators (chemical) Iridium Metals Redox reactions Ruthenium Thermionic emission Bioactive molecules Convenient alternatives Initiation process Perfluoroalkyl radicals Photocatalytic methods Photocatalytic reactions Radical generation Radical production Transition metals alkylating agent coordination compound free radical iridium ruthenium transition element alkylation catalysis chemistry halogenation light oxidation reduction reaction photochemistry Alkylating Agents Alkylation Catalysis Coordination Complexes Free Radicals Halogenation Iridium Light Oxidation-Reduction Photochemical Processes Ruthenium Transition Elements |
| description |
Photocatalytic methods for fluoroalkyl-radical generation provide more convenient alternatives to the classical perfluoroalkyl-radical (Rf) production through chemical initiators, such as azo or peroxide compounds or the employment of transition metals through a thermal electron transfer (ET) initiation process. The mild photocatalytic reaction conditions tolerate a variety of functional groups and, thus, are handy to the late-stage modification of bioactive molecules. Transition metal-photocatalytic reactions for Rf radical generation profit from the redox properties of coordinatively saturated Ru or Ir organocomplexes to act as both electron donor and reductive species, thus allowing for the utilization of electron accepting and donating fluoroalkylating agents for Rf radical production. On the other hand, laboratory-available and inexpensive photoorgano catalysts (POC), in the absence of transition metals, can also act as electron exchange species upon excitation, resulting in ET reactions that produce Rf radicals. In this work, a critical account of transition metal and transition metal-free Rf radical production will be described with photoorgano catalysts, studying classical examples and the most recent investigations in the field. © The Royal Society of Chemistry. |
| format |
JOUR |
| author |
Barata-Vallejo, S. Bonesi, S.M. Postigo, A. |
| author_facet |
Barata-Vallejo, S. Bonesi, S.M. Postigo, A. |
| author_sort |
Barata-Vallejo, S. |
| title |
Photocatalytic fluoroalkylation reactions of organic compounds |
| title_short |
Photocatalytic fluoroalkylation reactions of organic compounds |
| title_full |
Photocatalytic fluoroalkylation reactions of organic compounds |
| title_fullStr |
Photocatalytic fluoroalkylation reactions of organic compounds |
| title_full_unstemmed |
Photocatalytic fluoroalkylation reactions of organic compounds |
| title_sort |
photocatalytic fluoroalkylation reactions of organic compounds |
| url |
http://hdl.handle.net/20.500.12110/paper_14770520_v13_n46_p11153_BarataVallejo |
| work_keys_str_mv |
AT baratavallejos photocatalyticfluoroalkylationreactionsoforganiccompounds AT bonesism photocatalyticfluoroalkylationreactionsoforganiccompounds AT postigoa photocatalyticfluoroalkylationreactionsoforganiccompounds |
| _version_ |
1807315353798180864 |