dc.contributor.author
Madani, Amiera
dc.contributor.author
Anghileri, Lucia
dc.contributor.author
Heydenreich, Matthias
dc.contributor.author
Möller, Heiko M.
dc.contributor.author
Pieber, Bartholomäus
dc.date.accessioned
2022-09-01T12:00:15Z
dc.date.available
2022-09-01T12:00:15Z
dc.identifier.uri
https://refubium.fu-berlin.de/handle/fub188/36119
dc.identifier.uri
http://dx.doi.org/10.17169/refubium-35835
dc.description.abstract
We present a divergent strategy for the fluorination of phenylacetic acid derivatives that is induced by a charge-transfer complex between Selectfluor and 4-(dimethylamino)pyridine. A comprehensive investigation of the conditions revealed a critical role of the solvent on the reaction outcome. In the presence of water, decarboxylative fluorination through a single-electron oxidation is dominant. Non-aqueous conditions result in the clean formation of α-fluoro-α-arylcarboxylic acids.
en
dc.format.extent
5 Seiten
dc.rights.uri
https://creativecommons.org/licenses/by/4.0/
dc.subject
Charge transfer
en
dc.subject
Halogenation
en
dc.subject
Reaction products
en
dc.subject.ddc
500 Naturwissenschaften und Mathematik::540 Chemie::540 Chemie und zugeordnete Wissenschaften
dc.title
Benzylic Fluorination Induced by a Charge-Transfer Complex with a Solvent-Dependent Selectivity Switch
dc.type
Wissenschaftlicher Artikel
dcterms.bibliographicCitation.doi
10.1021/acs.orglett.2c02050
dcterms.bibliographicCitation.journaltitle
Organic Letters
dcterms.bibliographicCitation.number
29
dcterms.bibliographicCitation.pagestart
5376
dcterms.bibliographicCitation.pageend
5380
dcterms.bibliographicCitation.volume
24
dcterms.bibliographicCitation.url
https://doi.org/10.1021/acs.orglett.2c02050
refubium.affiliation
Biologie, Chemie, Pharmazie
refubium.affiliation.other
Institut für Chemie und Biochemie
refubium.resourceType.isindependentpub
no
dcterms.accessRights.openaire
open access
dcterms.isPartOf.eissn
1523-7052
refubium.resourceType.provider
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