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Unraveling two pathways for NHPI-mediated electrocatalytic oxidation reaction.
- Source :
-
Electrochimica Acta . Jan2022, Vol. 403, pN.PAG-N.PAG. 1p. - Publication Year :
- 2022
-
Abstract
- Two pathways for N -hydroxyphthalimide (NHPI)-mediated electrocatalytic oxidation using phenylacetate derivatives as template substrates were first reported for benzylic C H oxidation to oxygenated and non-oxygenated products. DFT calculation indicates that the hydrogen-atom transfer (HAT) process between phthalimido- N -oxyl (PINO) and substrate is a rate-determined step. Aromatic α-keto esters and 2-((1,3-dioxoisoindolin-2-yl)oxy)-2-aryl acetate obtained by cross-coupling between benzylic radical and PINO can be selectively synthesized through controlling the concentration of PINO radical. This method provides a deep understanding for selective weak C H oxidation using NHPI as redox mediator. [Display omitted] [ABSTRACT FROM AUTHOR]
- Subjects :
- *ACETATES
*ESTERS
*OXIDATION-reduction reaction
Subjects
Details
- Language :
- English
- ISSN :
- 00134686
- Volume :
- 403
- Database :
- Academic Search Index
- Journal :
- Electrochimica Acta
- Publication Type :
- Academic Journal
- Accession number :
- 154560317
- Full Text :
- https://doi.org/10.1016/j.electacta.2021.139533