Excited‐state 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone (DDQ*) initiated organic synthetic transformations under visible‐light irradiation
Natarajan, Palani und König, Burkhard
(2021)
Excited‐state 2,3‐dichloro‐5,6‐dicyano‐1,4‐benzoquinone (DDQ*) initiated organic synthetic transformations under visible‐light irradiation.
European Journal of Organic Chemistry 2021 (15), S. 2145-2161.
Veröffentlichungsdatum dieses Volltextes: 19 Feb 2021 05:50
Artikel
DOI zum Zitieren dieses Dokuments: 10.5283/epub.44907
Zusammenfassung
The one-electron oxidizing capacity of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) improves significantly by visible-light excitation. The exited-state DDQ (DDQ*) even converts benzene, fluoroarenes, heteroarenes, benzyls, and olefins into their corresponding radical cations as well as chloride and other anions into their radicals. These reactive intermediates have been utilized for the ...
The one-electron oxidizing capacity of 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) improves significantly by visible-light excitation. The exited-state DDQ (DDQ*) even converts benzene, fluoroarenes, heteroarenes, benzyls, and olefins into their corresponding radical cations as well as chloride and other anions into their radicals. These reactive intermediates have been utilized for the generation of C-C and C-X (N, O, or Cl) bonds in the synthesis of valuable organic compounds and natural products. This mini review provides an overview of such DDQ*-initiated organic transformations with their scope and limitations and discusses the proposed reactions mechanisms.
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| Dokumentenart | Artikel | ||||
| Titel eines Journals oder einer Zeitschrift | European Journal of Organic Chemistry | ||||
| Verlag: | Wiley | ||||
|---|---|---|---|---|---|
| Ort der Veröffentlichung: | WEINHEIM | ||||
| Band: | 2021 | ||||
| Nummer des Zeitschriftenheftes oder des Kapitels: | 15 | ||||
| Seitenbereich: | S. 2145-2161 | ||||
| Datum | 22 April 2021 | ||||
| Institutionen | Chemie und Pharmazie > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König | ||||
| Identifikationsnummer |
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| Stichwörter / Keywords | ELECTRON-TRANSFER; PHOTOREDOX CATALYSIS; P-BENZOQUINONE; BENZENE; HYDROXYLATION; OXIDATION; ARENES; 2,3-DICHLORO-5,6-DICYANO-P-BENZOQUINONE; REACTIVITY; COMPLEXES; Cross coupling; DDQ; Dehydrogenative coupling; Photooxidation; Quinones | ||||
| Dewey-Dezimal-Klassifikation | 500 Naturwissenschaften und Mathematik > 540 Chemie | ||||
| Status | Veröffentlicht | ||||
| Begutachtet | Ja, diese Version wurde begutachtet | ||||
| An der Universität Regensburg entstanden | Zum Teil | ||||
| URN der UB Regensburg | urn:nbn:de:bvb:355-epub-449076 | ||||
| Dokumenten-ID | 44907 |
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