Electrochemical heteroarylation and amidation of alkanes using activated glassy carbon electrodes without mediators
Abstract The functionalization of challenging unactivated C(sp 3)–H bonds was achieved electrocatalytically via hydrogen atom transfer and without mediators. This was possible through the sole activation of the surface of the Glassy Carbon Electrode (GCE) in an electrochemical fashion using a phosph...
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| Format: | Article |
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Nature Portfolio
2025-03-01
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| Series: | Communications Chemistry |
| Online Access: | https://doi.org/10.1038/s42004-025-01494-2 |
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| author | Loris Laze Jose C. Gonzalez-Gomez Irene Bosque |
| author_facet | Loris Laze Jose C. Gonzalez-Gomez Irene Bosque |
| author_sort | Loris Laze |
| collection | DOAJ |
| description | Abstract The functionalization of challenging unactivated C(sp 3)–H bonds was achieved electrocatalytically via hydrogen atom transfer and without mediators. This was possible through the sole activation of the surface of the Glassy Carbon Electrode (GCE) in an electrochemical fashion using a phosphate buffer. This activation produced oxygenated functional groups on the surface, capable of abstracting these hydrogen atoms from C(sp 3)–H of alkanes. Minisci and Ritter-type reactions were achieved using this procedure. Extensive characterization of the activated GCE (AGCE) and preliminary mechanistic studies allow us to propose plausible reaction mechanisms. Furthermore, a regular battery can be used within this protocol to achieve the desired substituted alkanes under inexpensive and user-friendly conditions. |
| format | Article |
| id | doaj-art-7e0aad2ae12f4c06945ddc4256efe211 |
| institution | DOAJ |
| issn | 2399-3669 |
| language | English |
| publishDate | 2025-03-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Communications Chemistry |
| spelling | doaj-art-7e0aad2ae12f4c06945ddc4256efe2112025-08-20T02:49:33ZengNature PortfolioCommunications Chemistry2399-36692025-03-01811710.1038/s42004-025-01494-2Electrochemical heteroarylation and amidation of alkanes using activated glassy carbon electrodes without mediatorsLoris Laze0Jose C. Gonzalez-Gomez1Irene Bosque2Instituto de Síntesis Orgánica (ISO) and Departamento de Química Orgánica, Universidad de AlicanteInstituto de Síntesis Orgánica (ISO) and Departamento de Química Orgánica, Universidad de AlicanteInstituto de Síntesis Orgánica (ISO) and Departamento de Química Orgánica, Universidad de AlicanteAbstract The functionalization of challenging unactivated C(sp 3)–H bonds was achieved electrocatalytically via hydrogen atom transfer and without mediators. This was possible through the sole activation of the surface of the Glassy Carbon Electrode (GCE) in an electrochemical fashion using a phosphate buffer. This activation produced oxygenated functional groups on the surface, capable of abstracting these hydrogen atoms from C(sp 3)–H of alkanes. Minisci and Ritter-type reactions were achieved using this procedure. Extensive characterization of the activated GCE (AGCE) and preliminary mechanistic studies allow us to propose plausible reaction mechanisms. Furthermore, a regular battery can be used within this protocol to achieve the desired substituted alkanes under inexpensive and user-friendly conditions.https://doi.org/10.1038/s42004-025-01494-2 |
| spellingShingle | Loris Laze Jose C. Gonzalez-Gomez Irene Bosque Electrochemical heteroarylation and amidation of alkanes using activated glassy carbon electrodes without mediators Communications Chemistry |
| title | Electrochemical heteroarylation and amidation of alkanes using activated glassy carbon electrodes without mediators |
| title_full | Electrochemical heteroarylation and amidation of alkanes using activated glassy carbon electrodes without mediators |
| title_fullStr | Electrochemical heteroarylation and amidation of alkanes using activated glassy carbon electrodes without mediators |
| title_full_unstemmed | Electrochemical heteroarylation and amidation of alkanes using activated glassy carbon electrodes without mediators |
| title_short | Electrochemical heteroarylation and amidation of alkanes using activated glassy carbon electrodes without mediators |
| title_sort | electrochemical heteroarylation and amidation of alkanes using activated glassy carbon electrodes without mediators |
| url | https://doi.org/10.1038/s42004-025-01494-2 |
| work_keys_str_mv | AT lorislaze electrochemicalheteroarylationandamidationofalkanesusingactivatedglassycarbonelectrodeswithoutmediators AT josecgonzalezgomez electrochemicalheteroarylationandamidationofalkanesusingactivatedglassycarbonelectrodeswithoutmediators AT irenebosque electrochemicalheteroarylationandamidationofalkanesusingactivatedglassycarbonelectrodeswithoutmediators |