Aryl dechlorination and defluorination with an organic super-photoreductant
- Publikationstyp:
- Zeitschriftenaufsatz
- Metadaten:
-
- Autoren
- Felix Glaser
- Christopher B Larsen
- Oliver S Wenger
- Autoren-URL
- https://www.webofscience.com/api/gateway?GWVersion=2&SrcApp=fis-test-1&SrcAuth=WosAPI&KeyUT=WOS:001184373100001&DestLinkType=FullRecord&DestApp=WOS_CPL
- DOI
- 10.1039/d0pp00127a
- eISSN
- 1474-9092
- Externe Identifier
- Clarivate Analytics Document Solution ID: VN6VO
- PubMed Identifier: 32588869
- ISSN
- 1474-905X
- Ausgabe der Veröffentlichung
- 8
- Zeitschrift
- PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES
- Paginierung
- 1035 - 1041
- Datum der Veröffentlichung
- 2020
- Status
- Published
- Titel
- Aryl dechlorination and defluorination with an organic super-photoreductant
- Sub types
- Article
- Ausgabe der Zeitschrift
- 19
Datenquelle: Web of Science (Lite)
- Andere Metadatenquellen:
-
- Autoren
- Felix Glaser
- Christopher B Larsen
- Christoph Kerzig
- Oliver S Wenger
- Autoren-URL
- http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000558538800004&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=7c6cbd95cc08067bf5cec85ffdc20efd
- DOI
- 10.1039/d0pp00127a
- eISSN
- 1474-9092
- Externe Identifier
- Clarivate Analytics Document Solution ID: MY6QH
- PubMed Identifier: 32588869
- ISSN
- 1474-905X
- Ausgabe der Veröffentlichung
- 8
- Zeitschrift
- PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES
- Paginierung
- 1035 - 1041
- Datum der Veröffentlichung
- 2020
- Status
- Published
- Titel
- Aryl dechlorination and defluorination with an organic super-photoreductant
- Ausgabe der Zeitschrift
- 19
Datenquelle: Web of Science (Lite)
- Autoren
- Felix Glaser
- Christopher B Larsen
- Christoph Kerzig
- Oliver S Wenger
- Autoren-URL
- http://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcApp=PARTNER_APP&SrcAuth=LinksAMR&KeyUT=WOS:000638232200005&DestLinkType=FullRecord&DestApp=ALL_WOS&UsrCustomerID=7c6cbd95cc08067bf5cec85ffdc20efd
- DOI
- 10.1039/d0pp00127a
- eISSN
- 1474-9092
- Externe Identifier
- Clarivate Analytics Document Solution ID: RK3XK
- PubMed Identifier: 32588869
- ISSN
- 1474-905X
- Ausgabe der Veröffentlichung
- 8
- Zeitschrift
- PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES
- Paginierung
- 1035 - 1041
- Datum der Veröffentlichung
- 2020
- Status
- Published
- Titel
- Aryl dechlorination and defluorination with an organic super-photoreductant
- Ausgabe der Zeitschrift
- 19
Datenquelle: Web of Science (Lite)
- Autoren
- Felix Glaser
- Christopher B Larsen
- Christoph Kerzig
- Oliver S Wenger
- DOI
- 10.1039/d0pp00127a
- eISSN
- 1474-9092
- ISSN
- 1474-905X
- Ausgabe der Veröffentlichung
- 8
- Zeitschrift
- Photochemical & Photobiological Sciences
- Sprache
- en
- Online publication date
- 2020
- Paginierung
- 1035 - 1041
- Datum der Veröffentlichung
- 2020
- Status
- Published
- Herausgeber
- Springer Science and Business Media LLC
- Herausgeber URL
- http://dx.doi.org/10.1039/d0pp00127a
- Datum der Datenerfassung
- 2022
- Titel
- Aryl dechlorination and defluorination with an organic super-photoreductant
- Ausgabe der Zeitschrift
- 19
Datenquelle: Crossref
- Abstract
- Direct excitation of the commercially available super-electron donor tetrakis(dimethylamino)ethylene (TDAE) with light-emitting diodes at 440 or 390 nm provides a stoichiometric reductant that is able to reduce aryl chlorides and fluorides. The method is very simple and requires only TDAE, substrate, and solvent at room temperature. The photoactive excited state of TDAE has a lifetime of 17.3 ns in cyclohexane at room temperature and an oxidation potential of ca.-3.4 V vs. SCE. This makes TDAE one of the strongest photoreductants able to operate on the basis of single excitation with visible photons. Direct substrate activation occurs in benzene, but acetone is reduced by photoexcited TDAE and substrate reduction takes place by a previously unexplored solvent radical anion mechanism. Our work shows that solvent can have a leveling effect on the photochemically available redox power, reminiscent of the pH-leveling effect that solvent has in acid-base chemistry.
- Addresses
- Department of Chemistry, University of Basel, St. Johanns-Ring 19, 4056, Basel, Switzerland.
- Autoren
- Felix Glaser
- Christopher B Larsen
- Christoph Kerzig
- Oliver S Wenger
- DOI
- 10.1039/d0pp00127a
- eISSN
- 1474-9092
- Externe Identifier
- PubMed Identifier: 32588869
- Funding acknowledgements
- Swiss National Science Foundation: 200021_178760
- Open access
- false
- ISSN
- 1474-905X
- Ausgabe der Veröffentlichung
- 8
- Zeitschrift
- Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology
- Sprache
- eng
- Medium
- Print-Electronic
- Online publication date
- 2020
- Paginierung
- 1035 - 1041
- Datum der Veröffentlichung
- 2020
- Status
- Published
- Publisher licence
- CC BY-NC
- Datum der Datenerfassung
- 2020
- Titel
- Aryl dechlorination and defluorination with an organic super-photoreductant.
- Sub types
- Journal Article
- Ausgabe der Zeitschrift
- 19
Datenquelle: Europe PubMed Central
- Abstract
- Direct excitation of the commercially available super-electron donor tetrakis(dimethylamino)ethylene (TDAE) with light-emitting diodes at 440 or 390 nm provides a stoichiometric reductant that is able to reduce aryl chlorides and fluorides. The method is very simple and requires only TDAE, substrate, and solvent at room temperature. The photoactive excited state of TDAE has a lifetime of 17.3 ns in cyclohexane at room temperature and an oxidation potential of ca.-3.4 V vs. SCE. This makes TDAE one of the strongest photoreductants able to operate on the basis of single excitation with visible photons. Direct substrate activation occurs in benzene, but acetone is reduced by photoexcited TDAE and substrate reduction takes place by a previously unexplored solvent radical anion mechanism. Our work shows that solvent can have a leveling effect on the photochemically available redox power, reminiscent of the pH-leveling effect that solvent has in acid-base chemistry.
- Autoren
- Felix Glaser
- Christopher B Larsen
- Christoph Kerzig
- Oliver S Wenger
- Autoren-URL
- https://www.ncbi.nlm.nih.gov/pubmed/32588869
- DOI
- 10.1039/d0pp00127a
- eISSN
- 1474-9092
- Ausgabe der Veröffentlichung
- 8
- Zeitschrift
- Photochem Photobiol Sci
- Sprache
- eng
- Country
- England
- Paginierung
- 1035 - 1041
- PII
- 10.1039/d0pp00127a
- Datum der Veröffentlichung
- 2020
- Status
- Published
- Titel
- Aryl dechlorination and defluorination with an organic super-photoreductant.
- Sub types
- Journal Article
- Ausgabe der Zeitschrift
- 19
Datenquelle: PubMed
- Beziehungen:
- Eigentum von