Photoelectrochemical dehalogenation of p-halo-nitrobenzenes
The efficient dehalogenation of aromatic substrates by electrochemical means is of potential synthetic value given the possibility of controlled and selective halide loss at low temperatures. Mechanistically the general picture which has emerged is that whereas alkyl halides undergo one-electron re...
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| Format: | Journal article |
| Language: | English |
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1993
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| _version_ | 1826300431211429888 |
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| author | Compton, R Dryfe, R Fisher, A |
| author_facet | Compton, R Dryfe, R Fisher, A |
| author_sort | Compton, R |
| collection | OXFORD |
| description | The efficient dehalogenation of aromatic substrates by electrochemical means is of potential synthetic value given the possibility of controlled and selective halide loss at low temperatures. Mechanistically the general picture which has emerged is that whereas alkyl halides undergo one-electron reduction with simultaneous carbon-halogen cleavage, aryl halides follow a sequential route in which bond breaking follows electron transfer and radical anions of varying stability are formed as intermediates. The purpose of the work described in this preliminary note is to study whether photochemical activation of the electrogenerated radical anion intermediates can usefully influence the course of reaction. |
| first_indexed | 2024-03-07T05:17:04Z |
| format | Journal article |
| id | oxford-uuid:dd930486-7cf1-4e64-bbf3-cd4dc0246a7f |
| institution | University of Oxford |
| language | English |
| last_indexed | 2024-03-07T05:17:04Z |
| publishDate | 1993 |
| record_format | dspace |
| spelling | oxford-uuid:dd930486-7cf1-4e64-bbf3-cd4dc0246a7f2022-03-27T09:25:58ZPhotoelectrochemical dehalogenation of p-halo-nitrobenzenesJournal articlehttp://purl.org/coar/resource_type/c_dcae04bcuuid:dd930486-7cf1-4e64-bbf3-cd4dc0246a7fEnglishSymplectic Elements at Oxford1993Compton, RDryfe, RFisher, AThe efficient dehalogenation of aromatic substrates by electrochemical means is of potential synthetic value given the possibility of controlled and selective halide loss at low temperatures. Mechanistically the general picture which has emerged is that whereas alkyl halides undergo one-electron reduction with simultaneous carbon-halogen cleavage, aryl halides follow a sequential route in which bond breaking follows electron transfer and radical anions of varying stability are formed as intermediates. The purpose of the work described in this preliminary note is to study whether photochemical activation of the electrogenerated radical anion intermediates can usefully influence the course of reaction. |
| spellingShingle | Compton, R Dryfe, R Fisher, A Photoelectrochemical dehalogenation of p-halo-nitrobenzenes |
| title | Photoelectrochemical dehalogenation of p-halo-nitrobenzenes |
| title_full | Photoelectrochemical dehalogenation of p-halo-nitrobenzenes |
| title_fullStr | Photoelectrochemical dehalogenation of p-halo-nitrobenzenes |
| title_full_unstemmed | Photoelectrochemical dehalogenation of p-halo-nitrobenzenes |
| title_short | Photoelectrochemical dehalogenation of p-halo-nitrobenzenes |
| title_sort | photoelectrochemical dehalogenation of p halo nitrobenzenes |
| work_keys_str_mv | AT comptonr photoelectrochemicaldehalogenationofphalonitrobenzenes AT dryfer photoelectrochemicaldehalogenationofphalonitrobenzenes AT fishera photoelectrochemicaldehalogenationofphalonitrobenzenes |