Oxidative Photochlorination of Electron-Rich Arenes via in situ Bromination

Duesel, Simon Josef Siegfried and Koenig, Burkhard (2020) Oxidative Photochlorination of Electron-Rich Arenes via in situ Bromination. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2020 (10). pp. 1491-1495. ISSN 1434-193X, 1099-0690

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Abstract

Electron-rich arenes are oxidatively photochlorinated in the presence of catalytic amounts of bromide ions, visible light, and 4CzIPN as organic photoredox catalyst. The substrates are brominated in situ in a first photoredox-catalyzed oxidation step, followed by a photocatalyzed ipso-chlorination, yielding the target compounds in high ortho/para regioselectivity. Dioxygen serves as a green and convenient terminal oxidant. The use of aqueous hydrochloric acid as the chloride source reduces the amount of saline by-products.

Item Type: Article
Uncontrolled Keywords: CHLORINATION; CHEMISTRY; CHLORIDE; ALKYNES; SUBSTITUTION; HALOGENATION; ACTIVATION; CATALYSIS; EFFICIENT; ALPHA; Chlorination; Photoredox catalysis; Oxidation; ipso-Substitution; Green chemistry
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 29 Mar 2021 11:55
Last Modified: 29 Mar 2021 11:55
URI: https://pred.uni-regensburg.de/id/eprint/44935

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