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Photocatalytic Barbier Reaction – Visible-Light induced Allylation
and Benzylation of Aldehydes and Ketones
Berger, Anna Lucia, Donabauer, Karsten und König, Burkhard
(2018)
Photocatalytic Barbier Reaction – Visible-Light induced Allylation
and Benzylation of Aldehydes and Ketones. Chemical Science.
Veröffentlichungsdatum dieses Volltextes: 06 Aug 2018 13:01
Artikel
Zusammenfassung
We report a photocatalytic version of the Barbier type reaction using readily available allyl or benzyl bromides and aromatic aldehydes or ketones as starting materials to generate allylic or benzylic alcohols. The reaction proceeds at room temperature under visible light irradiation with the organic dye 3,7-di(4-biphenyl)1-naphthalene-10-phenoxazine as a photocatalyst and DIPEA as sacrificial ...
We report a photocatalytic version of the Barbier type reaction using readily available allyl or benzyl bromides and aromatic aldehydes or ketones as starting materials to generate allylic or benzylic alcohols. The reaction proceeds at room temperature under visible light irradiation with the organic dye 3,7-di(4-biphenyl)1-naphthalene-10-phenoxazine as a photocatalyst and DIPEA as sacrificial electron donor. The proposed cross-coupling mechanism of a ketyl- and an allyl or benzyl radical is supported by spectroscopic investigations and cyclic voltammetry measurements.
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| Dokumentenart | Artikel | ||||
| Titel eines Journals oder einer Zeitschrift | Chemical Science | ||||
| Verlag: | RSC | ||||
|---|---|---|---|---|---|
| Datum | 2018 | ||||
| Institutionen | Chemie und Pharmazie > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König | ||||
| Identifikationsnummer |
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| Stichwörter / Keywords | Photocatalysis; Barbier-type reaction; organic photocatalyst | ||||
| Dewey-Dezimal-Klassifikation | 500 Naturwissenschaften und Mathematik > 540 Chemie | ||||
| Status | Veröffentlicht | ||||
| Begutachtet | Ja, diese Version wurde begutachtet | ||||
| An der Universität Regensburg entstanden | Ja | ||||
| URN der UB Regensburg | urn:nbn:de:bvb:355-epub-375859 | ||||
| Dokumenten-ID | 37585 |
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