Hari, Durga Prasad and Koenig, Burkhard (2013) The Photocatalyzed Meerwein Arylation: Classic Reaction of Aryl Diazonium Salts in a New Light. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 52 (18). pp. 4734-4743. ISSN 1433-7851, 1521-3773
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The use of diazonium salts for aryl radical generation and CH arylation processes has been known since 1896 when Pschorr first used the reaction for intramolecular cyclizations. Meerwein developed it further in the early 1900s into a general arylation method. However, this reaction could not compete with the transition-metal-mediated formation of C(sp2)C(sp2) bonds. The replacement of the copper catalyst with iron and titanium compounds improved the situation, but the use of photocatalysis to induce the one-electron reduction and activation of the diazonium salts is even more advantageous. The first photocatalyzed Pschorr cyclization was published in 1984, and just last year a series of papers described applications of photocatalytic Meerwein arylations leading to arylalkene coupling products. In this Minireview we summarize the origins of this reaction and its scope and applications.
| Item Type: | Article |
|---|---|
| Uncontrolled Keywords: | C-H ARYLATION; CROSS-COUPLING REACTION; VISIBLE-LIGHT; ARENEDIAZONIUM SALTS; PHOTOREDOX CATALYSIS; TRANSITION-METALS; PALLADIUM CATALYSIS; RADICAL CHEMISTRY; PSCHORR REACTION; CARBON-MONOXIDE; arylation; catalysis; diazonium salts; radicals; visible light |
| Subjects: | 500 Science > 540 Chemistry & allied sciences |
| Divisions: | Chemistry and Pharmacy > Institut für Organische Chemie Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König |
| Depositing User: | Dr. Gernot Deinzer |
| Date Deposited: | 29 Apr 2020 06:00 |
| Last Modified: | 29 Apr 2020 06:00 |
| URI: | https://pred.uni-regensburg.de/id/eprint/17429 |
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